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

HRID 1267773Notes

Reaction equation

HRID 1267773 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][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH:22](CCCCCCC(F)(F)C(F)(F)F)[C:23]([OH:25])=[O:24])[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]C(CCCCCCC=C)C(OCC)=O>>[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][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH:22]([CH2:51][CH2:50][CH2:49][C:48]([F:70])([F:47])[C:66]([F:69])([F:68])[F:67])[C:23]([OH:25])=[O:24])[C:11]2[C:10](=[CH:9][C:8]([OH:39])=[CH:7][CH:6]=2)[O:5][CH2:4]1)[CH3:2]

Participants

3

Reactant 2

HCID 12043786Ethyl 2-(4,4,5,5,5-pentafluoropentyl)-9-decenoateHCID 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 1854625111-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)chroman-4-yl]-2-(4,4,5,5,5-pentafluoropentyl)undecanoic acid

Procedure

Starting with the allyl compound prepared in Example 21 and the ethyl 2-(4,4,5,5,5-pentafluoropentyl)-9-decenoate prepared in Example 6, the same procedure as shown in Example 21 was repeated to give 11-[(3RS,4RS)-3-ethyl-7-hydroxy-3-(4-hydroxyphenyl)chroman-4-yl]-2-(4,4,5,5,5-pentafluoropentyl)undecanoic acid.

Sources & evidence

ORD record
ord-9c4d3d7c4d784476a411493d4a44d0d5
Source dataset
uspto-grants-2003_04
Patent number
US06552068B1

Reaction notes

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