10-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)thiochroman-4-yl]-2-(7,7,8,8,8-pentafluoro-octyl)decanoic acid → 11-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)thiochroman-4-yl]-2-(6,6,7,7,7-pentafluoroheptyl)undecanoic acid

HRID 1267763Notes

Reaction equation

HRID 1267763 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]CC(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:71])([C:67]([F:70])([F:69])[F:68])[CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH:53]([CH2:59][CH2:60]CCCCC=C)[C:54]([O:56]CC)=[O:55]>>[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][CH2:60][CH2:59][CH:53]([CH2:52][CH2:51][CH2:50][CH2:49][CH2:48][C:47]([F:46])([F:71])[C:67]([F:70])([F:69])[F:68])[C:54]([OH:56])=[O:55])[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 1854627710-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)thiochroman-4-yl]-2-(7,7,8,8,8-pentafluoro-octyl)decanoic acidHCID 18546286Ethyl 2-(6,6,7,7,7-pentafluoroheptyl)-9-decenoate

Product 1

HCID 1854626311-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)thiochroman-4-yl]-2-(6,6,7,7,7-pentafluoroheptyl)undecanoic acid

Procedure

Starting with the allyl compound prepared in Example 13 and the ethyl 2-(6,6,7,7,7-pentafluoroheptyl)-9-decenoate prepared in Example 7, 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-(6,6,7,7,7-pentafluoroheptyl)undecanoic acid.

Sources & evidence

ORD record
ord-a0d03b7da3ee461aabf4477968bcf5f1
Source dataset
uspto-grants-2003_04
Patent number
US06552068B1

Reaction notes

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