HCID 14296103, compound → Benzyl 4-oxocyclohexane-1-carboxylate

HRID 1160615Notes

Reaction equation

HRID 1160615 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][CH:5]([C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])[CH2:4][CH2:3]1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[O:1]=[C:2]1[CH2:7][CH2:6][CH:5]([C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 14296103HCID 14296103, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 15395052Benzyl 4-oxocyclohexane-1-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of benzyl 4-hydroxycyclohexane carboxylate (32.1 g, 137.2 mmol) in 400 mL of dichloromethane was added pyridinium chlorochromate (68.8 g, 274.0 mmol) in portions over 10 minutes. After two hours, the reaction was filtered through a large plug of silica gel eluting with 30% ethyl acetate in hexane to afford benzyl 4-oxocyclohexane carboxylate as an oil.

Workup

  1. filtrationthe reaction was filtered through a large plug of silica gel eluting with 30% ethyl acetate in hexane

Sources & evidence

ORD record
ord-d7a879bef0974bb5aa73c9015b02962b
Source dataset
uspto-grants-2010_10
Patent number
US07816380B2

Reaction notes

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