HCID 86756615, compound → HCID 54393751, compound

HRID 324158Notes

Reaction equation

HRID 324158 reaction equation
[CH3:1][C@H:2]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([O:18][C:19]2[CH:24]=[CH:23][C:22]([O:25]CC3C=CC=CC=3)=[CH:21][CH:20]=2)=[O:17])=[CH:12][CH:11]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]>[Pd].C(OCC)(=O)C>[CH3:1][C@H:2]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([O:18][C:19]2[CH:20]=[CH:21][C:22]([OH:25])=[CH:23][CH:24]=2)=[O:17])=[CH:12][CH:11]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 1

HCID 86756615HCID 86756615, compound

Product 1

HCID 54393751HCID 54393751, compoundYield 63.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

{circle around (2)}: A mixture comprising 2.2 g of (S)-4-[4′-(1″-methylheptyloxy)phenylcarbonyloxy)-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 1.1 g of (S)-4-[4′-(1″-methylheptyloxy)phenylcarbonyloxy)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-750dd2d8a7f747d8986b2efa5719359b
Source dataset
uspto-grants-2001_04
Patent number
US06217793B1

Reaction notes

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