Ethyl (2E)-4,4-difluoro-4-phenylbut-2-enoate → Ethyl (2E)-4,4,5,5-tetrafluoro-6-{[(2E)-3-phenylprop-2-en-1-yl]oxy}-hex-2-enoate

HRID 885543Notes

Reaction equation

HRID 885543 reaction equation
[F:1][C:2]([F:19])([C:5]([F:18])([F:17])[CH2:6][O:7][CH2:8]/[CH:9]=[CH:10]/[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH:3]=O.FC(F)(C1C=CC=CC=1)/C=[CH:23]/[C:24]([O:26][CH2:27][CH3:28])=[O:25]>>[F:1][C:2]([F:19])([C:5]([F:18])([F:17])[CH2:6][O:7][CH2:8]/[CH:9]=[CH:10]/[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)/[CH:3]=[CH:23]/[C:24]([O:26][CH2:27][CH3:28])=[O:25]

Participants

3

Reactant 2

HCID 67244021Ethyl (2E)-4,4-difluoro-4-phenylbut-2-enoateHCID 866583102,2,3,3-Tetrafluoro-4-{[(2E)-3-phenylprop-2-en-1-yl]oxy}butanal

Product 1

HCID 86658309Ethyl (2E)-4,4,5,5-tetrafluoro-6-{[(2E)-3-phenylprop-2-en-1-yl]oxy}-hex-2-enoateYield 70%

Procedure

Obtained from Intermediate 38 (1.37 g, 4.96 mmol) by the procedure described in Intermediate 20. Purification by column chromatography with silica gel using n-hexane/ethyl acetate (15:1) as eluent gave the title compound (1.2 g, 70%) as oil.

Workup

  1. customPurification by column chromatography with silica gel

Sources & evidence

ORD record
ord-d36eb2c96e394d70be84084ad6b5260e
Source dataset
uspto-grants-2012_08
Patent number
US08242177B2

Reaction notes

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