Methanol → 2-(4-Phenyl-4-hydroxypiperidino-methyl)-6-methoxy-1-tetralone

HRID 328253Notes

Reaction equation

HRID 328253 reaction equation
[C:1]1([C:7]2([OH:26])[CH2:12][CH2:11][N:10]([CH2:13][CH:14]3[CH2:23][CH2:22][C:21]4[C:16](=[CH:17][CH:18]=[C:19]([OH:24])[CH:20]=4)[C:15]3=[O:25])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CO.[N+](=[CH2:31])=[N-]>O>[C:1]1([C:7]2([OH:26])[CH2:12][CH2:11][N:10]([CH2:13][CH:14]3[CH2:23][CH2:22][C:21]4[C:16](=[CH:17][CH:18]=[C:19]([O:24][CH3:31])[CH:20]=4)[C:15]3=[O:25])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 9550DiazomethaneHCID 21444504HCID 21444504, compound

Product 1

HCID 129375052-(4-Phenyl-4-hydroxypiperidino-methyl)-6-methoxy-1-tetralone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3.51 g. of 2-(4-phenyl-4-hydroxypiperidinomethyl)-6-hydroxy-1-tetralone are dissolved in a mixture of 45 ml. of methanol and 5 ml. of water. An ethereal solution of diazomethane is added at 20° until a faint yellow coloration remains. The mixture is evaporated to give 2-(4-phenyl-4-hydroxypiperidino-methyl)-6-methoxy-1-tetralone, m.p. 163°-165°.

Workup

  1. customThe mixture is evaporated

Sources & evidence

ORD record
ord-96d2a5d3bd5747d6bd4f499d8fd43ece
Source dataset
uspto-grants-1977_04
Patent number
US04016281

Reaction notes

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