Methanol → HCID 21536120, compound

HRID 1077328Notes

Reaction equation

HRID 1077328 reaction equation
[C:1]([CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][C:14]2([C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[O:17]2)[CH2:13][CH2:12]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO.[BH4-].[Na+]>O>[OH:8][CH:1]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[CH2:9][CH2:10][N:11]1[CH2:12][CH2:13][C:14]2([C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[O:17]2)[CH2:15][CH2:16]1

Participants

5

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 21536116HCID 21536116, compound

Product 1

HCID 21536120HCID 21536120, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2.5 g. of 1'-(2-benzoylethyl)-1,3-dihydro-3-phenylspiro[isobenzofuran-1,4'-piperidine], (Example 107), 30 ml. of methanol, and 0.35 g. of sodium borohydride is stirred at room temperature for 4 hours, diluted with water, and extracted with chloroform. The chloroform solution is dried over sodium sulfate and concentrated to provide 1,3-dihydro-1'-(3-hydroxy-3-phenylpropyl)-3-phenylspiro[isobenzofuran-1,4'-piperidine].

Workup

  1. extractionextracted with chloroform
  2. dry with materialThe chloroform solution is dried over sodium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-8a8b3bd02e30405e8cc8444e11e68db9
Source dataset
uspto-grants-1976_05
Patent number
US03959475

Reaction notes

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