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Ethanol → Ethyl 3-amino-4,4-difluorobutanoate hydrochloride

HRID 354551
Notes
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Reaction equation

HRID 354551 reaction equation
[F:1][CH:2]([F:9])[CH:3]([CH2:5][C:6]([OH:8])=[O:7])[NH2:4].S(Cl)([Cl:12])=O.[CH2:14](O)[CH3:15]>ClCCl>[ClH:12].[CH2:14]([O:7][C:6](=[O:8])[CH2:5][CH:3]([NH2:4])[CH:2]([F:9])[F:1])[CH3:15]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 13273327HCID 13273327, compound

Product 1

HCID 86738809Ethyl 3-amino-4,4-difluorobutanoate hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

A solution of 2 mmole of beta-difluoromethyl beta-alanine in 15 ml of dichloromethane is treated with 2 mmole of thionyl chloride at 25° C. for one hour after which 20 ml of ethanol is added. The solution is stirred at 25° C. for one hour and concentrated to afford 3-amino-3-difluoromethylpropionic acid ethyl ester hydrochloride.

Workup

  1. additionis added
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-9cef3e6946324cbabd35f3ba3eb8b3be
Source dataset
uspto-grants-1983_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04375477

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes