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Dichloromethane → 5-Methylazepan-4-One Hydrochloride

HRID 905970
Notes
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Reaction equation

HRID 905970 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][C:12](=[O:15])[CH:11]([CH3:16])[CH2:10][CH2:9]1)=O)(C)(C)C.C(Cl)[Cl:18]>C(O)(C(F)(F)F)=O>[ClH:18].[CH3:16][CH:11]1[CH2:10][CH2:9][NH:8][CH2:14][CH2:13][C:12]1=[O:15]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 20594186Tert-butyl 4-methyl-5-oxoazepane-1-carboxylate

Product 1

HCID 673852685-Methylazepan-4-One Hydrochloride

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 4-methyl-5-oxo-azepane-1-carboxylic acid tert-butyl ester (700 mg, 3.083 mmol) was dissolved in 10% TFA in DCM (30 mL) and stirred at RT for 6 hours before being evaporated to give 0.74 g of 5-methyl-azepan-4-one hydrochloride.

Workup

  1. custombefore being evaporated

Sources & evidence

ORD record
ord-83bde626cdc44d4082903f2e2350d34f
Source dataset
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08012974B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes