4-(5-Phenoxypent-1-ynyl)benzyl alcohol → 4-(5-Phenoxypentyl)benzyl alcohol

HRID 2249034Notes

Reaction equation

HRID 2249034 reaction equation
[O:1]([CH2:8][CH2:9][CH2:10][C:11]#[C:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17][OH:18])=[CH:15][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>CO.[Pd]>[O:1]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:14]=[CH:15][C:16]([CH2:17][OH:18])=[CH:19][CH:20]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 145767814-(5-Phenoxypent-1-ynyl)benzyl alcoholHCID 178418361HCID 178418361, compound

Product 1

HCID 145767824-(5-Phenoxypentyl)benzyl alcoholYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 0.54 g of 4-(5-phenoxy-1-pentyn-1-yl)benzyl alcohol in 100 ml methanol was treated with 230 mg of 5% palladium on charcoal and 58 PSI hydrogen for 3.5 hours. The product mixture was filtered using celite and the filtrate was evaporated in vacuo to yield 0.53 g of the compound in the heading in the form of a light tan solid which was used without purification.

Workup

  1. filtrationThe product mixture was filtered
  2. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-f12228a9c67543c78302e7c694658f55
Source dataset
uspto-grants-1991_08
Patent number
US05041638

Reaction notes

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