Methyl 4-[5-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]-3-(hydroxymethyl)pentyl]benzoate → Methyl 4-{5-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]-3-formylpentyl}benzoate

HRID 1920578Notes

Reaction equation

HRID 1920578 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[CH2:12]([O:14][C:15](=[O:37])[CH2:16][C:17]1([CH2:20][CH2:21][CH:22]([CH2:35][OH:36])[CH2:23][CH2:24][C:25]2[CH:34]=[CH:33][C:28]([C:29]([O:31][CH3:32])=[O:30])=[CH:27][CH:26]=2)[CH2:19][CH2:18]1)[CH3:13]>ClCCl>[CH2:12]([O:14][C:15](=[O:37])[CH2:16][C:17]1([CH2:20][CH2:21][CH:22]([CH:35]=[O:36])[CH2:23][CH2:24][C:25]2[CH:34]=[CH:33][C:28]([C:29]([O:31][CH3:32])=[O:30])=[CH:27][CH:26]=2)[CH2:19][CH2:18]1)[CH3:13]

Participants

4

Reactant 2

HCID 57965773Methyl 4-[5-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]-3-(hydroxymethyl)pentyl]benzoateHCID 178418287HCID 178418287, compound

Product 1

HCID 57965765Methyl 4-{5-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]-3-formylpentyl}benzoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

235.5 mg (1.09 mmol) of pyridinium chlorochromate (PCC) are added to a solution of 330 mg (0.91 mmol) of methyl 4-[5-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]-3-(hydroxymethyl)pentyl]-benzoate in 30 ml of dichloromethane, and the mixture is stirred at room temperature for 12 hours.

Sources & evidence

ORD record
ord-f1598267d636439c91d6014ac4098fd9
Source dataset
uspto-grants-2012_05
Patent number
US08168821B2

Reaction notes

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