Ethanol → HCID 22408174, compound

HRID 439788Notes

Reaction equation

HRID 439788 reaction equation
[C:1]1([C:7]2[CH:22]=[CH:21][C:10]([CH:11](CO)[O:12][CH:13]3[CH2:18][CH2:17][CH2:16][CH2:15][O:14]3)=[CH:9][C:8]=2[CH3:23])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:24](O)C>[C].[Pd]>[CH2:1]([C:7]1[CH:22]=[CH:21][C:10]([CH2:11][O:12][CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][O:14]2)=[CH:9][C:8]=1[CH3:23])[C:6]1[CH:24]=[CH:2][CH:3]=[CH:4][CH:5]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 67744360HCID 67744360, compound

Product 1

HCID 22408174HCID 22408174, compound

Reagents, catalysts & solvents 1

HCID 178418390HCID 178418390, compoundCatalyst

Procedure

2-(4-Phenylhydroxymethyl-3-methylbenzyloxy)tetrahydropyran (2.5 g, 8 millimol) was dissolved in ethanol (20 ml). 5%-palladium carbon was added at a catalytic amount, and stirred at room temperature under hydrogen atmosphere for 6 days. After the insoluble material was distilled away, the filtrate was concentrated, and the residue was separated and purified by using a silica-gel column chromatography (ethyl acetatee:n-hexane=1:3) to give the title compound (1.65 g, 5.6 millimol).

Workup

  1. distillationAfter the insoluble material was distilled away
  2. concentrationthe filtrate was concentrated
  3. customthe residue was separated
  4. custompurified

Sources & evidence

ORD record
ord-9848c01a65524d5cb283fb5451d056f5
Source dataset
uspto-grants-1996_05
Patent number
US05516777

Reaction notes

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