Triethylamine → HCID 19181162, compound

HRID 2106049Notes

Reaction equation

HRID 2106049 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[CH3:9][C:10]([CH3:15])=[CH:11][C:12](Cl)=[O:13].C(N(CC)CC)C>C(OC(C)C)(C)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:12](=[O:13])[CH:11]=[C:10]([CH3:15])[CH3:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 97324-FluorophenolHCID 1023943-Methyl-2-butenoyl chloride

Product 1

HCID 19181162HCID 19181162, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Procedure

To a solution of the 4-fluorophenol (25.3 g) and dimethylacryloyl chloride (25.9 g) in diisopropyl ether (500 mL) cooled in an ice bath was added triethylamine (35 mL) dropwise over a period of 20 minutes. After 1 hour, the reaction mixture was washed with water and brine, dried over sodium sulfate, and the organic solvent was evaporated in vacuo to give crude ester. Distillation under vacuum gave dimethylacrylate 4-fluorophenyl ester (38.20 g, 87%).

Workup

  1. washthe reaction mixture was washed with water and brine
  2. dry with materialdried over sodium sulfate
  3. customthe organic solvent was evaporated in vacuo
  4. customto give crude ester
  5. distillationDistillation under vacuum

Sources & evidence

ORD record
ord-c6d4233abf984035b333f46cc7ca228c
Source dataset
uspto-grants-2009_08
Patent number
US07579469B2

Reaction notes

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