HCID 53632094, compound → HCID 19755723, compound

HRID 1588418Notes

Reaction equation

HRID 1588418 reaction equation
[O:1]([CH2:8][CH2:9][CH2:10][C:11]#[C:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16][OH:17])[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]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16][OH:17])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 53632094HCID 53632094, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19755723HCID 19755723, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

This compound was prepared in a manner analogous to that used for the para isomer (Example 6). Thus 1.856 g of 3-(5-phenoxy-1-pentyn-1-yl)benzyl alcohol in 100 ml of CH3OH was treated with 333 mg 5% palladium on charcoal and 30 PSI hydrogen for 1.25 hours. The product mixture was filtered in the customary manner through celite and the filtrate was evaporated in vacuo to yield 1.89 g of the 3-(5-Phenoxypent-1-yl)benzyl alcohol in the form of a tan solid.

Workup

  1. customThis compound was prepared in a manner analogous to
  2. filtrationThe product mixture was filtered in the customary manner through celite
  3. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-a0fae792cf8d445ab8d0e33b6c3792cd
Source dataset
uspto-grants-1993_06
Patent number
US05221760

Reaction notes

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