Oxalyl chloride → (E)-2-(4,6-difluoro-1-indanylidene)acetyl Chloride

HRID 362821Notes

Reaction equation

HRID 362821 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5]/[C:6]/2=[CH:12]\[C:13]([OH:15])=O.C(Cl)(=O)C([Cl:19])=O>ClCCl.CN(C)C=O>[F:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5]/[C:6]/2=[CH:12]\[C:13]([Cl:19])=[O:15]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 10976722(E)-2-(4,6-difluoro-1-indanylidene)acetic acid

Product 1

HCID 10977254(E)-2-(4,6-difluoro-1-indanylidene)acetyl Chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

A suspension of (E)-2-(4,6difluoro-1-indanylidene)acetic Acid (5.49 g, 0.026 mol) in a mixture of dichloromethane: dimethylformamide (50 mL: 5 drops) was treated with oxalyl chloride (6.6 g 0.052 mol, Aldrich) and allowed to stir at ambient temperature for 18 h. The resulting solution was concentrated in vacuo and the residue used without further purification.

Workup

  1. concentrationThe resulting solution was concentrated in vacuo
  2. customthe residue used without further purification

Sources & evidence

ORD record
ord-418ae14963e44e27a2c437a4a89e617e
Source dataset
uspto-grants-1999_02
Patent number
US05872118

Reaction notes

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