Hydrochloric Acid → 3-Amino-4,4-difluorobutanoic acid hydrochloride

HRID 1903248Notes

Reaction equation

[F:1][CH:2]([F:11])[CH:3]([NH2:10])[CH2:4][C:5]([O:7]CC)=[O:6].[ClH:12]>>[ClH:12].[F:1][CH:2]([F:11])[CH:3]([NH2:10])[CH2:4][C:5]([OH:7])=[O:6]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 20468444Ethyl 3-amino-4,4-difluorobutanoate

Product 1

HCID 714030983-Amino-4,4-difluorobutanoic acid hydrochlorideYield 80%

Conditions

Temperature: 100 °C

Procedure

Ethyl 4,4-difluoro-3-amino-butanoate prepared as in Step B (3.340 g, 20 mM) is dissolved in 1 M HCl (20 ml) and the mixture heated at 100° C. for 3 hours. The solvent is evaporated in vacuo. The oily residue is crystallized from ethanol/ether; 2.800 g of 4,4-difluoro-3-amino-butanoic acid, hydrochloride (yield 80%). Mp: 150° C.

Workup

customThe solvent is evaporated in vacuo
customThe oily residue is crystallized from ethanol/ether

Sources & evidence

ORD record: ord-e92096add8f54b19b671f72cd9654322
Source dataset: uspto-grants-1984_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04435425

Reaction notes

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