Isopropanol → HCID 20371577, compound

HRID 437904Notes

Reaction equation

HRID 437904 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH:27]=[CH:28][C:29]=1[O:30][CH3:31])[CH2:7][CH2:8][NH:9][CH2:10][CH:11]([OH:26])[C:12]1[CH:17]=[CH:16][C:15]([O:18]CC2C=CC=CC=2)=[CH:14][CH:13]=1.C(O)(C)C>[H][H].[C].[Pd]>[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH:27]=[CH:28][C:29]=1[O:30][CH3:31])[CH2:7][CH2:8][NH:9][CH2:10][CH:11]([OH:26])[C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1

Participants

5

Reactant 2

HCID 3776IsopropanolHCID 20371575HCID 20371575, compound

Product 1

HCID 20371577HCID 20371577, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 178418361HCID 178418361, compoundSolvent2×

Procedure

A mixture of 0.62 g of α-(3,4-dimethoxyphenethylaminomethyl)-4-benzyloxybenzylalcohol hydrochloride, 0.2 g of 10% palladium-carbon and 200 ml of isopropanol is shaken at room temperature in hydrogen gas under atmospheric pressure. After hydrogen uptake is completed, the mixture is filtered to remove the catalyst. Then, the filtrate is concentrated to dryness, and the residue obtained is recrystallized from a mixture of isopropanol and isopropylether. 0.42 g of α-(3,4-dimethoxyphenethylaminomethyl)-4-hydroxybenzylalcohol hydrochloride is thereby obtained. M.p. 164° - 167° C.

Workup

  1. filtrationthe mixture is filtered
  2. customto remove the catalyst
  3. concentrationThen, the filtrate is concentrated to dryness
  4. customthe residue obtained
  5. customis recrystallized from a mixture of isopropanol and isopropylether

Sources & evidence

ORD record
ord-24d6709d9f394932aca9912c20677588
Source dataset
uspto-grants-1977_06
Patent number
US04032575

Reaction notes

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