HCID 69072101, compound → HCID 57589187, compound

HRID 1782762Notes

Reaction equation

HRID 1782762 reaction equation
[O:1]([CH2:8][CH2:9][CH2:10][CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][C:16](/[CH:19]=[CH:20]/[CH2:21][OH:22])=[CH:15][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>[Pd].C(OCC)(=O)C>[O:1]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:14]=[CH:15][C:16]([CH2:19][CH2:20][CH2:21][OH:22])=[CH:17][CH:18]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 69072101HCID 69072101, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57589187HCID 57589187, compoundYield 53.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

About 5 mg of palladium on carbon (10%) are added to a solution of 98 mg of (2E)-3-{4-[5-phenoxypent-1-en-1-yl]phenyl}prop-2-en-1-ol in about 5 ml of ethyl acetate, and the mixture is hydrogenated under 1 bar of hydrogen at room temperature overnight. The mixture is filtered to remove catalyst and concentrated, and the residue is puriified on silica gel with cyclohexane/ethyl acetate 3:1. 53 mg of product are obtained.

Workup

  1. filtrationThe mixture is filtered
  2. customto remove catalyst
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-e4b7e31ae7d9410193a1d5c6e20b8ac8
Source dataset
uspto-grants-2009_03
Patent number
US07498460B2

Reaction notes

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