Methanol → HCID 21506845, compound

HRID 1287919Notes

Reaction equation

HRID 1287919 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)[C:18](=[O:25])[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.O1CCCC1.[BH4-].[Na+]>O>[OH:8][CH:1]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=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)[C:18](=[O:25])[O:17]2)[CH2:15][CH2:16]1

Participants

6

Reactant 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 21506844HCID 21506844, compound

Product 1

HCID 21506845HCID 21506845, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2.5 g. of 1'-(2-benzoylethyl)-1,3-dihydrospiro[isobenzofuran-1,4'-piperidine]-3-one, 30 ml. of methanol, 10 ml. of tetrahydrofuran, and 0.35 g. of sodium borohydride is stirred for 4 hours, diluted with water, and extracted with chloroform. The chloroform solution is dried over sodium sulfate and concentrated to a solid. Recrystallization from benzene yields colorless crystals, m.p. 144°-146°.

Workup

  1. extractionextracted with chloroform
  2. dry with materialThe chloroform solution is dried over sodium sulfate
  3. concentrationconcentrated to a solid
  4. customRecrystallization from benzene
  5. customyields colorless crystals, m.p. 144°-146°

Sources & evidence

ORD record
ord-9dd64df6e30f4831975a2a93c150e741
Source dataset
uspto-grants-1976_10
Patent number
US03985889

Reaction notes

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