3-(2-Chloro-4-nitro-phenyl)-prop-2-yn-1-ol → 3-(2-Chloro-4-nitro-phenyl)-propan-1-ol

HRID 898553Notes

Reaction equation

HRID 898553 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[C:11]#[C:12][CH2:13][OH:14].[H][H]>[Ni].C1COCC1>[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][CH2:12][CH2:13][OH:14]

Participants

5

Reactant 2

HCID 230064163-(2-Chloro-4-nitro-phenyl)-prop-2-yn-1-olHCID 178418361HCID 178418361, compound

Product 1

HCID 688779703-(2-Chloro-4-nitro-phenyl)-propan-1-ol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 1.25 g (6.808 mmol) 3-(2-chloro-4-nitro-phenyl)-prop-2-yn-1-ol and 1.00 g Raney nickel in 50 mL THF was hydrogenated for 12 h at RT and 25 psi hydrogen pressure. The catalyst was filtered off and the filtrate was evaporated down i. vac.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated down i

Sources & evidence

ORD record
ord-09c178bafa9f4658a483d396244039d4
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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