Butyryl chloride → HCID 20351838, compound

HRID 1605609Notes

Reaction equation

HRID 1605609 reaction equation
[NH2:1][C:2]1[C:13]([Br:14])=[CH:12][C:11]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:10][C:3]=1[CH2:4][N:5]([CH2:8][CH3:9])[CH2:6][CH3:7].[C:20](Cl)(=[O:24])[CH2:21][CH2:22][CH3:23]>C1C=CC=CC=1>[Br:14][C:13]1[C:2]([NH:1][C:20](=[O:24])[CH2:21][CH2:22][CH3:23])=[C:3]([CH:10]=[C:11]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:12]=1)[CH2:4][N:5]([CH2:8][CH3:9])[CH2:6][CH3:7]

Participants

4

Reactant 2

HCID 8855Butyryl chlorideHCID 171615HCID 171615, compound

Product 1

HCID 20351838HCID 20351838, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

3 gm of 2-Amino-3-bromo-5-carbethoxy-N,N-diethyl-benzylamine were dissolved in 30 ml of benzene, and the solution was heated for 30 minutes with 3 ml of butyric acid chloride at 50°C. Thereafter, the mixture was evaporated to dryness in vacuo, and the residue was purified by chromatography on silicagel (eluant: benzene/ethyl acetate = 6:1), yielding 3-bromo-2-butyrylamino-5-carbethoxy-N,N-diethyl-benzylamine, which was converted into its hydrochloride, m. p. 134°C, with ethanolic hydrochloric acid.

Workup

  1. customThereafter, the mixture was evaporated to dryness in vacuo
  2. customthe residue was purified by chromatography on silicagel (eluant: benzene/ethyl acetate = 6:1)

Sources & evidence

ORD record
ord-23d5ded1c8f3422e8ea668dfdaece934
Source dataset
uspto-grants-1976_04
Patent number
US03950393

Reaction notes

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