4-(N,N-Dimethylamino)butanal Dimethyl Acetal CAS 19718-92-4

Introduction：Basic information about 4-(N,N-Dimethylamino)butanal Dimethyl Acetal CAS 19718-92-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

4-(N,N-Dimethylamino)butanal Dimethyl Acetal Basic information

• Product Name: 4-(N,N-Dimethylamino)butanal Dimethyl Acetal
• Synonyms: 4-(DIMETHYL AMINO)BUTYRALDEHYDE DIMETHYL ACETAL;4-(DIMETHYLAMINO)BUTANAL DIMETHYL ACETAL;4-DIMETHYLAMINO BUTYALDEHYDE DIETHYLACETAL;4-DIMETHYLAMINO BUTYALDEHYDE DIMETHYLACETAL;(4,4-DIMETHOXY-BUTYL)-DIMETHYL-AMINE;N,N-Dimethyl-4-aminobutanal dimethyl acetal;1-Butanamine,4,4-dimethoxy-N,N-dimethyl-;N,N-Dimethyl-4,4-Dimethoxy-1-Butanamine
• CAS: 19718-92-4
• MF: C8H19NO2
• MW: 161.24
• EINECS: 606-363-7
• Product Categories: Other Products;(intermediate of triptans);Amines
• Mol File: 19718-92-4.mol

4-(N,N-Dimethylamino)butanal Dimethyl Acetal Chemical Properties

• Boiling point: 164°C
• density: 0.892
• refractive index: 1.4200-1.4240
• Fp: 25°C
• storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
• solubility: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• pka: 9.71±0.28(Predicted)
• form: clear liquid
• color: Colorless to Light yellow
• Stability: Moisture Sensitive
• InChI: InChI=1S/C8H19NO2/c1-9(2)7-5-6-8(10-3)11-4/h8H,5-7H2,1-4H3
• InChIKey: WDZKKBDOGYBYBG-UHFFFAOYSA-N
• SMILES: C(N(C)C)CCC(OC)OC
• CAS DataBase Reference: 19718-92-4(CAS DataBase Reference)

Safety Information

• HS Code: 2922.19.9690

4-(N,N-Dimethylamino)butanal Dimethyl Acetal Usage And Synthesis

Chemical Properties

Pale Brown Oil.

Uses

4-(N,N-Dimethylamino)butanal Dimethyl Acetal is a reactant used in the synthesis of hallucinogenic tryptamines.

General Description

4-(N,N-Dimethylamino)butanal Dimethyl Acetal is the acetal of 4-(N,N-dimethylamino)butanal. It is soluble in organic solvents and can be used as a building block for various organic syntheses, such as the synthesis of amides or sulfones. 4-(N,N-Dimethylamino)butanal Dimethyl Acetal has a high yield and can be prepared in one step by reacting methanesulfonic acid with dimethyl acetaldehyde. This reaction requires sulfuric acid and methane as catalysts.

Synthesis

synthesis of 4-(N,N-Dimethylamino)butanal dimethyl acetal: 4- Chlorobutanal dimethyl acetal (2) (100 g, 0.655 mol) was dissolved in aqueous dimethyl amine solution (200 mL) and the solution is stirred for 15 min at ambient temperature. The reaction mixture was then warmed to 50 oC and stirred for 3 h. After the reaction mixture was cooled to room temperature, the product was extracted with methylene chloride (2 × 250 mL). The combined organic layers were washed with 5 % NaHCO3 solution (2 × 100 mL) and brine solution (2 × 100 mL). The organic layer was evaporated and the residue was distilled to afford 88 g (84 %) of 4-(N,Ndimethylamino)butanal dimethyl acetal as a colourless liquid with 99.6 % purity by GC: b.p. 40 oC/1 mm Hg.

(a) (i) Sodium carbonate, dichloromethane, 5 oC, 0.5 h (ii) Methanol, conc. H2SO4, room temperature, 3 h, 87 %. (b) Aqueous dimethyl amine solution (30 %), 50 oC, 3 h, 76.0 %
1H NMR (CDCl3, 200 MHz): δ 1.47-1.63 (m, 4H), 2.21 (s, 6H), 2.24 (t, J = 7.0 Hz, 2H), 3.31 (s, 6H), 4.37 (t, J = 5.4 Hz, 2H). IR (cm-1): 2945 (-CH2-), 2816 (-CH-), 1464 (C-N), 1074 (-C-O-). Mass: m/z 162.5 (M+1).

4-(N,N-Dimethylamino)butanal Dimethyl Acetal Preparation Products And Raw materials

• Raw materials: 4-Chlorobutanal dimethyl acetal-->Dimethylamine-->Dichloromethane
• Preparation Products: 5-FLUORO-N,N-DIMETHYLTRYPTAMINE-->Zolmitriptan