Triethylamine → 4-Fluorophenyl 2-propenoate

HRID 1267143Notes

Reaction equation

HRID 1267143 reaction equation
[C:1](Cl)(=[O:4])[CH:2]=[CH2:3].[F:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1.C(N(CC)CC)C>ClCCl>[C:1]([O:13][C:10]1[CH:11]=[CH:12][C:7]([F:6])=[CH:8][CH:9]=1)(=[O:4])[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 97324-FluorophenolHCID 13140Acryloyl chloride

Product 1

HCID 185460004-Fluorophenyl 2-propenoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

For example: Acryloyl chloride and 4-fluorophenol react in dichloromethane in the presence of triethylamine to give 4-fluorophenyl acrylate 10 (R=4-fluorophenyl). Compound 10 is then added to a solution of 9 in ethanol and diethylamine to give 11 (R=4-fluorophenyl) after usual workup.

Sources & evidence

ORD record
ord-aa96dff16a2e40b292b75db62f001a42
Source dataset
uspto-grants-2003_04
Patent number
US06552046B2

Reaction notes

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