Oxalyl chloride → HCID 88153340, compound

HRID 1017763Notes

Reaction equation

HRID 1017763 reaction equation
[F:1][C:2]([F:31])([F:30])[C:3]1[CH:4]=[C:5]([CH:13]([O:15][CH:16]2[CH2:20][CH2:19][CH:18]([C:21](O)=[O:22])[CH:17]2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH3:14])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.C(Cl)(=O)C([Cl:35])=O>ClCCl.CN(C=O)C>[F:1][C:2]([F:31])([F:30])[C:3]1[CH:4]=[C:5]([CH:13]([O:15][CH:16]2[CH2:20][CH2:19][CH:18]([C:21]([Cl:35])=[O:22])[CH:17]2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH3:14])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 88111420HCID 88111420, compound

Product 1

HCID 88153340HCID 88153340, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of 855 mg 3-(SR)-(1-(RS)-(3,5-bis(trifluoromethyl)phenyl)-ethoxy)-2-(RS)-phenylcyclopentane-1-(RS)-carboxylic acid in 20 mL of dry dichloromethane was treated with 2 drops of DMF followed by 0.36 mL of oxalyl chloride. After 1 hour the reaction was evaporated and the residual yellow oil was concentrated twice more from dichloromethane.

Workup

  1. customAfter 1 hour the reaction was evaporated
  2. concentrationthe residual yellow oil was concentrated twice more from dichloromethane

Sources & evidence

ORD record
ord-5eaf2cded2a3412892789853fe8a31a2
Source dataset
uspto-grants-2002_11
Patent number
US06479518B2

Reaction notes

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