1-Cyclopentene-1-carboxaldehyde, 2-bromo- → (2E,4E)-3-Methyl-5-(2-((E)-2 (2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl)-1-cyclopenten-1-yl)-2,4-pentadienoic acid

HRID 1603267Notes

Reaction equation

HRID 1603267 reaction equation
BrC1CCCC=1C=O.C([O:11][C:12](=[O:34])/[CH:13]=[C:14](\[CH3:33])/[CH:15]=[CH:16][C:17]1[CH2:21][CH2:20][CH2:19][C:18]=1[CH:22]=[CH:23][C:24]1[C:29]([CH3:31])([CH3:30])[CH2:28][CH2:27][CH2:26][C:25]=1[CH3:32])C>>[CH3:33]/[C:14](/[CH:15]=[CH:16][C:17]1[CH2:21][CH2:20][CH2:19][C:18]=1[CH:22]=[CH:23][C:24]1[C:29]([CH3:31])([CH3:30])[CH2:28][CH2:27][CH2:26][C:25]=1[CH3:32])=[CH:13]\[C:12]([OH:34])=[O:11]

Participants

3

Reactant 2

HCID 117690601-Cyclopentene-1-carboxaldehyde, 2-bromo-HCID 86754814(2E,4E)-3 Methyl-5-(2-((E)-2(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl)-1-cyclopenten-1-yl)-2,4-pentadienoic acid ethyl ester

Product 1

HCID 19609253(2E,4E)-3-Methyl-5-(2-((E)-2 (2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl)-1-cyclopenten-1-yl)-2,4-pentadienoic acid

Procedure

As in Example 4, 2-bromocyclopentene-1-carboxaldehyde was converted to (2E,4E)-3 Methyl-5-(2-((E)-2(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl)-1-cyclopenten-1-yl)-2,4-pentadienoic acid ethyl ester which on hydrolysis with base gave (2E,4E)-3-Methyl-5-(2-((E)-2 (2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl)-1-cyclopenten-1-yl)-2,4-pentadienoic acid.

Sources & evidence

ORD record
ord-8b7b4995d8f0408bb2cec49d0229f0a6
Source dataset
uspto-grants-1999_11
Patent number
US05986131

Reaction notes

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