HCID 178418361, compound → HCID 178455784, compound

HRID 1765009Notes

Reaction equation

HRID 1765009 reaction equation
[CH2:1]([C@H:3]1[CH2:8][CH2:7][C@H:6]([CH:9]([OH:21])[C:10]#[C:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[C:14]([F:19])[C:13]=2[F:20])[CH2:5][CH2:4]1)[CH3:2].[H][H]>[C].[Pd].C(OCC)(=O)C>[CH2:1]([C@H:3]1[CH2:8][CH2:7][C@H:6]([CH:9]([OH:21])[CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[C:14]([F:19])[C:13]=2[F:20])[CH2:5][CH2:4]1)[CH3:2]

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178455783HCID 178455783, compound

Product 1

HCID 178455784HCID 178455784, compoundYield 98.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A 200-ml ethyl acetate mixture containing 1-(trans-4-ethylcyclohexyl)-3-(2,3,4-trifluorophenyl)-2-propyne-1-ol (38 g) and 5% palladium carbon (50% in water, 2 g) was stirred for 4 hours at room temperature at a hydrogen pressure of 4 atm. After palladium carbon was removed by filtration using Celite, the filtrate was concentrated to obtain 1-(trans-4-ethylcyclohexyl)-3-(2,3,4-trifluorophenyl)-1-propanol (38 g).

Workup

  1. customAfter palladium carbon was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-9379d995ad96450b902ece6d34b81312
Source dataset
uspto-grants-2007_06
Patent number
US07226644B2

Reaction notes

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