Ethyl 2-(4,4,5,5,5-pentafluoropentyl)-9-decenoate → 11-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)thiochroman-4-yl]-2-(4,4,5,5,5-pentafluoropentyl)undecanoic acid

HRID 1267765Notes

Reaction equation

HRID 1267765 reaction equation
[CH2:1]([C:3]1([C:39]2[CH:44]=[CH:43][C:42]([OH:45])=[CH:41][CH:40]=2)[CH:12]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]CCCC(CCCCCCC(F)(F)C(F)(F)F)C(O)=O)[C:11]2[C:6](=[CH:7][C:8]([OH:38])=[CH:9][CH:10]=2)[S:5][CH2:4]1)[CH3:2].[F:46][C:47]([F:69])([C:65]([F:68])([F:67])[F:66])[CH2:48][CH2:49][CH2:50][CH:51]([CH2:57][CH2:58][CH2:59][CH2:60]CCC=C)[C:52]([O:54]CC)=[O:53]>>[CH2:1]([C:3]1([C:39]2[CH:44]=[CH:43][C:42]([OH:45])=[CH:41][CH:40]=2)[CH:12]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:60][CH2:59][CH2:58][CH2:57][CH:51]([CH2:50][CH2:49][CH2:48][C:47]([F:46])([F:69])[C:65]([F:66])([F:68])[F:67])[C:52]([OH:54])=[O:53])[C:11]2[C:6](=[CH:7][C:8]([OH:38])=[CH:9][CH:10]=2)[S:5][CH2:4]1)[CH3:2]

Participants

3

Reactant 2

HCID 12043786Ethyl 2-(4,4,5,5,5-pentafluoropentyl)-9-decenoateHCID 1854627710-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)thiochroman-4-yl]-2-(7,7,8,8,8-pentafluoro-octyl)decanoic acid

Product 1

HCID 1014594111-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)thiochroman-4-yl]-2-(4,4,5,5,5-pentafluoropentyl)undecanoic acid

Procedure

Starting with the allyl compound prepared in Example 13 and the ethyl 2-(4,4,5,5,5-pentafluoropentyl)-9-decenoate prepared in Example 6, the same procedure as shown in Example 13 was repeated to give 11-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)thiochroman-4-yl]-2-(4,4,5,5,5-pentafluoropentyl)undecanoic acid.

Sources & evidence

ORD record
ord-e5b6d7d637e84fadb1551d41b6803482
Source dataset
uspto-grants-2003_04
Patent number
US06552068B1

Reaction notes

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