Oxalyl chloride → (E)-2-(6-fluoro-1-indanylidene)acetyl chloride

HRID 362812Notes

Reaction equation

HRID 362812 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7]/[C:8]/2=[CH:11]\[C:12]([OH:14])=O)=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:18])=O>C1C=CC=CC=1>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7]/[C:8]/2=[CH:11]\[C:12]([Cl:18])=[O:14])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 70130971(E)-2-(6-fluoro-1-indanylidene)acetic acid

Product 1

HCID 15491026(E)-2-(6-fluoro-1-indanylidene)acetyl chlorideYield 100%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

An ice-cold, stirred suspension of (E)-2-(6-fluoro-1-indanylidene) acetic acid (384 mg, 2 mmol) in benzene (10 mL) was treated with oxalyl chloride (761 mg, 6 mmol) and allowed to warm to room temperature during 1.5 h. The resulting yellow solution was concentrated in vacuo to give (E)-2-(6-fluoro-1-indanylidene)acetyl chloride as a pale yellow solid (421 mg, 100%), m.p., 97°-99° C.;

Workup

  1. concentrationThe resulting yellow solution was concentrated in vacuo

Sources & evidence

ORD record
ord-7594ebd1d633407e96e9f371e66d3997
Source dataset
uspto-grants-1999_02
Patent number
US05872118

Reaction notes

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