Ethyl 2-(5,5,6,6,6-pentafluorohexyl)-8-nonenoate → 10-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)chroman-4-yl]-2-(5,5,6,6,6-pentafluorohexyl)decanoic acid

HRID 1267776Notes

Reaction equation

HRID 1267776 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:70])([C:66]([F:69])([F:68])[F:67])[CH2:49][CH2:50][CH2:51][CH2:52][CH:53]([CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH:64]=[CH2:65])[C:54]([O:56]CC)=[O:55]>>[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][CH2:65][CH2:64][CH2:63][CH2:62][CH2:61][CH2:60][CH2:59][CH:53]([CH2:52][CH2:51][CH2:50][CH2:49][C:48]([F:47])([F:70])[C:66]([F:67])([F:68])[F:69])[C:54]([OH:56])=[O:55])[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

HCID 18546257Ethyl 2-(5,5,6,6,6-pentafluorohexyl)-8-nonenoateHCID 1854626411-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)chroman-4-yl]-2-(7,7,8,8,8-pentafluorooctyl)-undecanoic acid

Product 1

HCID 1854626810-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)chroman-4-yl]-2-(5,5,6,6,6-pentafluorohexyl)decanoic acid

Procedure

Starting with the allyl compound prepared in Example 21 and the ethyl 2-(5,5,6,6,6-pentafluorohexyl)-8-nonenoate prepared in Example 9, 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-(5,5,6,6,6-pentafluorohexyl)decanoic acid.

Sources & evidence

ORD record
ord-26197cd045aa479284092e7cb542b25a
Source dataset
uspto-grants-2003_04
Patent number
US06552068B1

Reaction notes

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