HCID 19738675, compound → HCID 19738689, compound

HRID 2254951Notes

Reaction equation

HRID 2254951 reaction equation
[CH2:1]([O:5][CH:6]([C:24]([F:27])([F:26])[F:25])[CH2:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16]CC2C=CC=CC=2)=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH3:4]>C(O)C.[Pd]>[CH2:1]([O:5][CH:6]([C:24]([F:25])([F:26])[F:27])[CH2:7][CH2:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([OH:16])=[CH:14][CH:15]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 19738675HCID 19738675, compound

Product 1

HCID 19738689HCID 19738689, compoundYield 99.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 702EthanolSolvent

Procedure

0.95 g (2.5 mmol) of the product (22-1) of Preparation Example 39 was dissolved in 50 ml of ethanol, and the solution was added with 0.1 g of 10% Pd/C and stirred vigorously under hydrogen pressure of 1-1.2 atm. for 5 hours. After the reaction, Pd/C was filtered out and the filtrate was concentrated under reduced pressure to give 0.72 g of (+)-4-(4-butoxy-5,5,5-trifluoropentyl)phenol (3-23). Yield: 99%; [α]D20 =-2.9° (c=1, CHCl3).

Workup

  1. filtrationwas filtered out
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e00540a3c1214638a3cf809f68f180e0
Source dataset
uspto-grants-1993_08
Patent number
US05238598

Reaction notes

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