Ethyl 2-(5,5,6,6,6-pentafluorohexyl)-9-decenoate → 11-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)thiochroman-4-yl]-2-(5,5,6,6,6-pentafluorohexyl)undecanoic acid

HRID 1267764Notes

Reaction equation

HRID 1267764 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]CCCCCC(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:70])([C:66]([F:69])([F:68])[F:67])[CH2:48][CH2:49][CH2:50][CH2:51][CH:52]([CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63]C=C)[C:53]([O:55]CC)=[O:54]>>[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][CH2:63][CH2:62][CH2:61][CH2:60][CH2:59][CH2:58][CH:52]([CH2:51][CH2:50][CH2:49][CH2:48][C:47]([F:46])([F:70])[C:66]([F:67])([F:68])[F:69])[C:53]([OH:55])=[O:54])[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 18546254Ethyl 2-(5,5,6,6,6-pentafluorohexyl)-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 1854626111-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)thiochroman-4-yl]-2-(5,5,6,6,6-pentafluorohexyl)undecanoic acid

Procedure

Starting with the allyl compound prepared in Example 13 and the ethyl 2-(5,5,6,6,6-pentafluorohexyl)-9-decenoate prepared in Example 5, 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-(5,5,6,6,6-pentafluorohexyl)undecanoic acid.

Sources & evidence

ORD record
ord-13888b923b91424b99c3c8dcbccd9a33
Source dataset
uspto-grants-2003_04
Patent number
US06552068B1

Reaction notes

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