Hydrochloric Acid → 3-Amino-4-fluorobutanoic acid hcl

HRID 354549

Reaction equation

HRID 354549 reaction equation
[F:1][CH2:2][CH:3]([NH:8]C(OC(C)(C)C)=O)[CH2:4][C:5]([OH:7])=[O:6].[ClH:16]>CCOCC>[ClH:16].[F:1][CH2:2][CH:3]([CH2:4][C:5]([OH:7])=[O:6])[NH2:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 205083403-Boc-amino-4-fluorobutanoic acid

Product 1

HCID 860072723-Amino-4-fluorobutanoic acid hclYield 68%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

4-Fluoro-3-tert-butoxycarbonylamino-1-butanoic acid (545 mg, 2.46 mmoles) is dissolved in dry ether (20 ml) saturated with hydrogen chloride gas. After a few minutes, the solution becomes turbid and white crystals start to precipitate. Recrystallization from ethanol/ether afford beta-monofluoromethyl beta-alanine hydrochloride (265 mg, 68%), m.p. 152°-153° C. (dec).

Workup

  1. waitAfter a few minutes
  2. customto precipitate
  3. customRecrystallization from ethanol/ether

Sources & evidence

ORD record
ord-eed7923475da4476acece2ab9d5f73eb
Source dataset
uspto-grants-1983_03
Patent number
US04375477

Linked notes

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