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Hydrochloric Acid → 2,2-Difluorocyclohexan-1-amine--hydrogen chloride (1/1)

HRID 238828
Notes
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Reaction equation

HRID 238828 reaction equation
[F:1][C:2]1([F:19])[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[NH:8]C(=O)OCC1C=CC=CC=1.[ClH:20]>>[ClH:20].[F:1][C:2]1([F:19])[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[NH2:8]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 59458431HCID 59458431, compound

Product 1

HCID 667914182,2-Difluorocyclohexan-1-amine--hydrogen chloride (1/1)

Procedure

A solution of benzyl 2,2-difluorocyclohexylcarbamate (38 mg, 0.14 mmol) in 6 N HCl (2 mL) was heated at 100° C. for 2 h. The cooled reaction mixture was extracted with ether (3×1 mL) and the combined organic layers were concentrated to give 2,2-difluorocyclohexanamine hydrochloride as a light brown solid (23 mg, 96% crude).

Workup

  1. customThe cooled reaction mixture
  2. extractionwas extracted with ether (3×1 mL)
  3. concentrationthe combined organic layers were concentrated

Sources & evidence

ORD record
ord-8529e6807ad34e4b954d681937bedc1c
Source dataset
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08642576B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes