HCID 23498868, compound → HCID 23498966, compound

HRID 1836892Notes

Reaction equation

HRID 1836892 reaction equation
C(C1C(CC2C=CC(C)=CC=2)=CC2C(C)(C)CCC(C)(C)C=2C=1)=O.[CH3:25][C:26]1([CH3:59])[CH2:35][CH2:34][C:33]([CH3:37])([CH3:36])[C:32]2[CH:31]=[C:30](/[CH:38]=[CH:39]/[C:40]3[CH:50]=[CH:49][C:43]([C:44]([O:46]CC)=[O:45])=[CH:42][CH:41]=3)[C:29]([CH2:51][C:52]3[CH:57]=[CH:56][C:55]([CH3:58])=[CH:54][CH:53]=3)=[CH:28][C:27]1=2>CCCCCC>[CH3:25][C:26]1([CH3:59])[CH2:35][CH2:34][C:33]([CH3:36])([CH3:37])[C:32]2[CH:31]=[C:30](/[CH:38]=[CH:39]/[C:40]3[CH:50]=[CH:49][C:43]([C:44]([OH:46])=[O:45])=[CH:42][CH:41]=3)[C:29]([CH2:51][C:52]3[CH:53]=[CH:54][C:55]([CH3:58])=[CH:56][CH:57]=3)=[CH:28][C:27]1=2

Participants

4

Reactant 2

HCID 23498868HCID 23498868, compoundHCID 23498979HCID 23498979, compound

Product 1

HCID 23498966HCID 23498966, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Horner-Emmons olefination (following the procedure of Example) of 2-formyl-3-(4-methylbenzyl)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene (210 mg, 0.65 mmol) followed by ester hydrolysis (following the procedure of Example) of ethyl 4-{(E)-2-[5,5,8,8-tetramethyl-3-(4-methylbenzyl)-5,6,7,8-tetrahydro-naphthalen-2-yl]vinyl}benzoate gave 4-{(E)-2-[5,5,8,8-tetramethyl-3-(4-methylbenzyl)-5,6,7,8-tetrahydro-naphthalen-2-yl]vinyl}benzoic acid (185 mg, 64%) as a white crystalline solid (m.p. 216.3-217.3° C. (CH2CL2/hexane) 42.

Sources & evidence

ORD record
ord-bf5ddc9b508b4c00bf7cd7bdaa518111
Source dataset
uspto-grants-2004_08
Patent number
US06777418B2

Reaction notes

Loading…