HCID 53632094, compound → HCID 19755723, compound

HRID 2249035Notes

Reaction equation

HRID 2249035 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-bf3b6f3ae96e49fe97734417041971b3
Source dataset
uspto-grants-1991_08
Patent number
US05041638

Reaction notes

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