Ethanol → HCID 20434096, compound

HRID 1154611Notes

Reaction equation

HRID 1154611 reaction equation
[ClH:1].[CH3:2][CH:3]([NH:17][CH2:18][CH:19]([OH:34])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[O:26]CC1C=CC=CC=1)[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7]([O:13][CH3:14])[C:6]=1[O:15][CH3:16].C(O)C>[C].[Pd].O>[ClH:1].[CH3:2][CH:3]([NH:17][CH2:18][CH:19]([OH:34])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[OH:26])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7]([O:13][CH3:14])[C:6]=1[O:15][CH3:16]

Participants

5

Reactant 2

HCID 702EthanolHCID 20434107HCID 20434107, compound

Product 1

HCID 20434096HCID 20434096, compoundYield 72.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 962WaterSolvent

Procedure

A mixture of 1.0 g of α-[(α-methyl-2,3,4-trimethoxyphenethylamino)methyl]-2-benzyloxybenzylalcohol hydrochloride [the diastereoisomer of M.p. 135°-136° C.], 400 mg of 10% palladium-carbon, 45 ml of ethanol and 5 ml of water is treated in the same manner as described in paragraph (6-a). The crude product thus obtained is recrystallized from a mixture of isopropylalcohol and isopropyl ether (1:2). 590 mg of α-[(α-methyl-2,3,4-trimethoxyphenethylamino)methyl]-2-hydroxybenzylalcohol hydrochloride [the diastereoisomer of M.p. 145°-146° C.] are thereby obtained as colorless prisms.

Workup

  1. additionis treated in the same manner
  2. customThe crude product thus obtained
  3. customis recrystallized from a mixture of isopropylalcohol and isopropyl ether (1:2)

Sources & evidence

ORD record
ord-6a3f770db0b44e6082a917882a194551
Source dataset
uspto-grants-1984_12
Patent number
US04490392

Reaction notes

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