HCID 69941397, compound → HCID 69941085, compound

HRID 324155Notes

Reaction equation

HRID 324155 reaction equation
[CH3:1][C@H:2]([C:11]([O:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][C:21]([C:23]2[CH:28]=[CH:27][C:26]([O:29]CC3C=CC=CC=3)=[CH:25][CH:24]=2)=[O:22])=[CH:16][CH:15]=1)=[O:12])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]>[Pd].C(OCC)(=O)C>[CH3:1][C@H:2]([C:11]([O:13][C:14]1[CH:15]=[CH:16][C:17]([O:20][C:21]([C:23]2[CH:24]=[CH:25][C:26]([OH:29])=[CH:27][CH:28]=2)=[O:22])=[CH:18][CH:19]=1)=[O:12])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

4

Reactant 1

HCID 69941397HCID 69941397, compound

Product 1

HCID 69941085HCID 69941085, compoundYield 85.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

{circle around (4)}: A mixture comprising 2.0 g of (S)-4-[4′-(1″-methylnonylcarbonyloxy)phenyloxycarbonyl]-1-benzyloxybenzene, 0.2 g of palladium/carbon and 10 g of ethyl acetate was stirred for 6 hours under hydrogen atmosphere. Then, palladium/carbon was filtered off, followed by distilling off ethyl acetate from the filtrate. The resultant residue was recrystallized from hexane, whereby 1.4 g of (S)-4-[4′-(1″-methylnonylcarbonyloxy)phenyloxycarbonyl]phenol was obtained in the form of a colorless crystal.

Workup

  1. filtrationThen, palladium/carbon was filtered off
  2. distillationby distilling off ethyl acetate from the filtrate
  3. customThe resultant residue was recrystallized from hexane

Sources & evidence

ORD record
ord-1bcf98dc35804898a0eda20abd444bd4
Source dataset
uspto-grants-2001_04
Patent number
US06217793B1

Reaction notes

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