Acetyl chloride → HCID 22641934, compound

HRID 2415457Notes

Reaction equation

HRID 2415457 reaction equation
[C:1]([CH2:4][C:5]1[CH:13]=[C:12]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[CH:11]=[CH:10][C:6]=1[C:7]([OH:9])=[O:8])(O)=[O:2].C(Cl)(=O)C>>[F:22][C:19]1[CH:20]=[CH:21][C:16]([CH2:15][O:14][C:12]2[CH:13]=[C:5]3[C:6](=[CH:10][CH:11]=2)[C:7](=[O:9])[O:8][C:1](=[O:2])[CH2:4]3)=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 6367Acetyl chlorideHCID 22641912HCID 22641912, compound

Product 1

HCID 22641934HCID 22641934, compound

Procedure

The 2-Carboxymethyl-4-(4-fluoro-benzyloxy)-benzoic acid (3.4 g, 11.1 mmol) is suspended in acetylchloride (23.8 mL, 33.5 mmol) and refluxed for 4 h. Then the light brown precipitate is filtered off and washed with ether. The mother liquid is concentrated and suspended in cold diethylether and the rest of the compound is filtered again (2.85 g, 90%). MS: m/e=286.1 (M+).

Workup

  1. temperaturerefluxed for 4 h
  2. filtrationThen the light brown precipitate is filtered off
  3. washwashed with ether
  4. concentrationThe mother liquid is concentrated
  5. filtrationthe rest of the compound is filtered again (2.85 g, 90%)

Sources & evidence

ORD record
ord-1dbed486529e4c758a42f3626e5f5881
Source dataset
uspto-grants-2004_11
Patent number
US06818774B2

Reaction notes

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