4-(6-Decyloxy-2-naphthoyloxy)benzoic acid benzyl ester → HCID 19069990, compound

HRID 1422Notes

Reaction equation

HRID 1422 reaction equation
C([O:8][C:9](=[O:40])[C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([C:19]2[CH:28]=[CH:27][C:26]3[C:21](=[CH:22][CH:23]=[C:24]([O:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[CH:25]=3)[CH:20]=2)=[O:18])=[CH:12][CH:11]=1)C1C=CC=CC=1.[H][H]>[Pd].C1COCC1>[CH2:30]([O:29][C:24]1[CH:25]=[C:26]2[C:21](=[CH:22][CH:23]=1)[CH:20]=[C:19]([C:17]([O:16][C:13]1[CH:14]=[CH:15][C:10]([C:9]([OH:40])=[O:8])=[CH:11][CH:12]=1)=[O:18])[CH:28]=[CH:27]2)[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39]

Participants

5

Reactant 2

HCID 190931974-(6-Decyloxy-2-naphthoyloxy)benzoic acid benzyl esterHCID 178418361HCID 178418361, compound

Product 1

HCID 19069990HCID 19069990, compoundYield 97.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To 37.6 g (0.07 mol) of the 4-(6-decyloxy-2-naphthoyloxy)benzoic acid benzyl ester obtained in the first stage was added 3.76 g of 5% palladium/carbon, and further added 188 g of THF. Then, hydrogen gas was blown into the mixture. The resultant mixture was stirred overnight and filtered to obtain 30.6 g of 4-(6-decyloxy-2-naphthoyloxy)benzoic acid.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-4f7cf5895f954e1fa345200adbbaaa61
Source dataset
uspto-grants-1998_03
Patent number
US05725798

Reaction notes

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