Triethylamine → 3,4-Dichlorophenylacetic acid trimethylacetyl ester

HRID 429465Notes

Reaction equation

HRID 429465 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([OH:12])=[O:11])[CH:5]=[CH:6][C:7]=1[Cl:8].C(N(CC)CC)C.[CH3:20][C:21]([CH3:26])([CH3:25])[C:22](Cl)=[O:23]>O1CCCC1>[CH3:20][C:21]([CH3:26])([CH3:25])[C:22]([O:11][C:10](=[O:12])[CH2:9][C:4]1[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=1)=[O:23]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 798743,4-Dichlorophenylacetic acid

Product 1

HCID 539526903,4-Dichlorophenylacetic acid trimethylacetyl ester

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Combine 3,4-dichlorophenyl acetic acid (31.5 g, 154 mmol) and triethylamine (25.7 ml, 184 mmol) and tetrahydrofuran (300 ml). Cool in a dry-ice/acetone bath. Add trimethylacetyl chloride (18.5 grams, 154 mmol) and tetrahydrofuran (200 ml). Warm to ambient temperature to give the title compound in solution.

Workup

  1. temperatureCool in a dry-ice/acetone bath

Sources & evidence

ORD record
ord-2bd0839c5329434babdc2da79dedf135
Source dataset
uspto-grants-2001_11
Patent number
US06316445B1

Reaction notes

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