Acetyl chloride → Ethyl 4-amino-3,3-dimethylbutanoate hydrochloride

HRID 1713021Notes

Reaction equation

HRID 1713021 reaction equation
[C:1]([Cl:4])(=[O:3])[CH3:2].Cl.[NH2:6][CH2:7][C:8]([CH3:14])([CH3:13])[CH2:9][C:10](O)=[O:11]>C(O)C>[ClH:4].[CH2:1]([O:3][C:10](=[O:11])[CH2:9][C:8]([CH3:14])([CH3:13])[CH2:7][NH2:6])[CH3:2]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 144354354-Amino-3,3-dimethylbutanoic acid hydrochloride

Product 1

HCID 86618330Ethyl 4-amino-3,3-dimethylbutanoate hydrochlorideYield 94%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
85 °C

Procedure

Acetyl chloride (31 ml) was added dropwise over a time period of 5 minutes to ethanol (180 ml) while stirring and cooling in ice water bath. After additional 5 minutes, the obtained solution was added to a solution of 4-amino-3,3-dimethyl-butyric acid hydrochloride (30.07 grams, 180 mmol) in ethanol (20 ml). The mixture was refluxed at 85° C. for 16 hours, and the solvent was removed under reduced pressure to give to 4-amino-3,3-dimethyl-butyric acid ethyl ester hydrochloride (33.11 grams, 94% yield) as oil.

Workup

  1. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-39892f1290a8489eb3c905426cb5ea15
Source dataset
uspto-grants-2010_09
Patent number
US07795255B2

Reaction notes

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