HCID 15153004, compound → 1-(2,5-Dimethylphenyl)-1-phenylpropan-1-ol

HRID 839311Notes

Reaction equation

HRID 839311 reaction equation
[CH3:1][C:2]1[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][C:3]=1[C:4]([C:12]#[CH:13])([OH:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[H][H]>CO>[CH3:1][C:2]1[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][C:3]=1[C:4]([CH2:12][CH3:13])([OH:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 15153004HCID 15153004, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 918551-(2,5-Dimethylphenyl)-1-phenylpropan-1-ol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

10 g. of 5% palladium-on-calcium-carbonate catalyst are added to a solution of 94.5 g. of 2,5-dimethyl-α-ethynyl-benzhydrol in 900 ml. of methanol, and the mixture is hydrogenated until the uptake of the calculated amount of hydrogen (about 30 to 40 minutes). The catalyst is filtered off, the filtrate is evaporated, and the obtained crystalline residue is recrystallized from n-heptane. This way 80.7 g. of 2,5-dimethyl-α-ethyl-benzhydrol are obtained, m.p.: 38°-39° C.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. customthe obtained crystalline residue is recrystallized from n-heptane

Sources & evidence

ORD record
ord-c32668cc00aa4fdeb374ff1357345937
Source dataset
uspto-grants-1978_06
Patent number
US04094908

Reaction notes

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