11-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)chroman-4-yl]-2-(7,7,8,8,8-pentafluorooctyl)-undecanoic acid → 10-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)chroman-4-yl]-2-(6,6,7,7,7-pentafluoroheptyl)decanoic acid
Reaction equation
[CH2:1]([C:3]1([C:40]2[CH:45]=[CH:44][C:43]([OH:46])=[CH:42][CH:41]=2)[CH:12]([CH2:13]CCCCCCCCC(CCCCCCC(F)(F)C(F)(F)F)C(O)=O)[C:11]2[C:6](=[CH:7][C:8]([OH:39])=[CH:9][CH:10]=2)[O:5][CH2:4]1)[CH3:2].[F:47][C:48]([F:71])([C:67]([F:70])([F:69])[F:68])[CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH:54]([CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH:65]=[CH2:66])[C:55]([O:57]CC)=[O:56]>>[CH2:1]([C:3]1([C:40]2[CH:41]=[CH:42][C:43]([OH:46])=[CH:44][CH:45]=2)[CH:12]([CH2:13][CH2:66][CH2:65][CH2:64][CH2:63][CH2:62][CH2:61][CH2:60][CH:54]([CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][C:48]([F:47])([F:71])[C:67]([F:68])([F:69])[F:70])[C:55]([OH:57])=[O:56])[C:11]2[C:6](=[CH:7][C:8]([OH:39])=[CH:9][CH:10]=2)[O:5][CH2:4]1)[CH3:2]Participants
3
Reactant 2
Product 1
Procedure
Starting with the allyl compound prepared in Example 21 and the ethyl 2-(6,6,7,7,7-pentafluoroheptyl)-8-nonenoate prepared in Example 11, the same procedure as shown in Example 21 was repeated to give 10-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)chroman-4-yl]-2-(6,6,7,7,7-pentafluoroheptyl)decanoic acid.
Sources & evidence
- ORD record
- ord-49866b5a6511451b8fe2b4ffc38e73e2
- Source dataset
- uspto-grants-2003_04
- Patent number
- US06552068B1
Reaction notes
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