alpha-Ethynyl-4-fluoro-3-phenoxybenzyl alcohol → alpha-Ethynyl-4-fluoro-3-phenoxybenzyl 4-(4-fluorophenyl)-2-isopropyl-3-butenoate

HRID 903836Notes

Reaction equation

HRID 903836 reaction equation
[C:1]([CH:3]([OH:18])[C:4]1[CH:9]=[CH:8][C:7]([F:10])=[C:6]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:5]=1)#[CH:2].[F:19][C:20]1[CH:28]=[CH:27][C:23]([CH:24]([OH:26])[CH3:25])=[CH:22][C:21]=1[O:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.[F:36][C:37]1[CH:42]=[CH:41][C:40]([CH:43]=[CH:44][CH:45]([CH:49]([CH3:51])[CH3:50])[C:46](O)=[O:47])=[CH:39][CH:38]=1>>[F:36][C:37]1[CH:38]=[CH:39][C:40]([CH:43]=[CH:44][CH:45]([CH:49]([CH3:51])[CH3:50])[C:46]([O:18][CH:3]([C:1]#[CH:2])[C:4]2[CH:9]=[CH:8][C:7]([F:10])=[C:6]([O:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:5]=2)=[O:47])=[CH:41][CH:42]=1.[F:36][C:37]1[CH:38]=[CH:39][C:40]([CH:43]=[CH:44][CH:45]([CH:49]([CH3:51])[CH3:50])[C:46]([O:26][CH:24]([CH3:25])[C:23]2[CH:27]=[CH:28][C:20]([F:19])=[C:21]([O:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH:22]=2)=[O:47])=[CH:41][CH:42]=1

Participants

5

Reactant 3

HCID 14457404alpha-Ethynyl-4-fluoro-3-phenoxybenzyl alcoholHCID 197548411-(4-Fluoro-3-phenoxyphenyl)ethanolHCID 538855142-Isopropyl-4-(4-fluorophenyl)-3-butenoic acid

Product 2

HCID 54345861alpha-Ethynyl-4-fluoro-3-phenoxybenzyl 4-(4-fluorophenyl)-2-isopropyl-3-butenoateHCID 543575474-Fluoro-alpha-methyl-3-phenoxybenzyl 4-(4-fluorophenyl)-2-isopropyl-3-butenoate

Procedure

Each of α-ethynyl-4-fluoro-3-phenoxybenzyl alcohol and 4-fluoro-α-methyl-3-phenoxybenzyl alcohol is reacted with 4-(4-fluorophenyl)-2-isopropyl-3-butenoic acid to yield α-ethynyl-4-fluoro-3-phenoxybenzyl 4-(4-fluorophenyl)-2-isopropyl-3-butenoate and 4-fluoro-α-methyl-3-phenoxybenzyl 4-(4-fluorophenyl)-2-isopropyl-3-butenoate.

Sources & evidence

ORD record
ord-13d1faefb17e44c99a514b5950c154f9
Source dataset
uspto-grants-1980_10
Patent number
US04229368

Reaction notes

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