Ethyl 2-(4,4,5,5,5-pentafluoropentyl)-8-nonenoate → 10-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)thiochroman-4-yl]-2-(4,4,5,5,5-pentafluoropentyl)decanoic acid

HRID 1267761Notes

Reaction equation

HRID 1267761 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][CH2:18][CH2:19][CH2:20][CH:21]([CH2:25][CH2:26][CH2:27]CCCC(F)(F)C(F)(F)F)[C:22]([OH:24])=[O:23])[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:68])([C:64]([F:67])([F:66])[F:65])CCCC(CCCCCC=C)C(OCC)=O>>[CH2:1]([C:3]1([C:39]2[CH:40]=[CH:41][C:42]([OH:45])=[CH:43][CH:44]=2)[CH:12]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH:21]([CH2:25][CH2:26][CH2:27][C:47]([F:68])([F:46])[C:64]([F:67])([F:66])[F:65])[C:22]([OH:24])=[O:23])[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 12043782Ethyl 2-(4,4,5,5,5-pentafluoropentyl)-8-nonenoateHCID 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 993892210-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)thiochroman-4-yl]-2-(4,4,5,5,5-pentafluoropentyl)decanoic acid

Procedure

Starting with the allyl compound prepared in Example 13 and the ethyl 2-(4,4,5,5,5-pentafluoropentyl)-8-nonenoate prepared in Example 10, the same procedure as shown in Example 13 was repeated to give 10-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)thiochroman-4-yl]-2-(4,4,5,5,5-pentafluoropentyl)decanoic acid.

Sources & evidence

ORD record
ord-7630dab423ed4346bf19c0b7f4e43aaf
Source dataset
uspto-grants-2003_04
Patent number
US06552068B1

Reaction notes

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