Methanol → HCID 53725722, compound

HRID 1248845Notes

Reaction equation

HRID 1248845 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[C:7]2[C:8](=[O:17])[CH:9]=[CH:10][CH:11]=[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:6]23[CH2:5][CH:4]=1.CO.[BH4-].[Na+]>O.[OH-].[Na+]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH:16]=[CH:15][C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[CH:8]([OH:17])[C:7]=2[CH:18]=1

Participants

6

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 54502622HCID 54502622, compound

Product 1

HCID 53725722HCID 53725722, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

The 3-methoxy-5H-dibenzo[a,b]cyclohepten-5-one intermediate (6.4 grams, 0.027 mole) was dissolved 140 milliliters of methanol and added to and caused to react with a solution of 2.57 grams (0.0678 mole) of sodium borohydride in 29 milliliters of water and 0.1 milliliter of 10N sodium hydroxide at reflux temperature to obtain 3-methoxy-5H-dibenzo[a,d]cyclohepten-5-ol intermediate which was recovered by vaporizing some of the methanol in vacuo and chilling to obtain a solid which after filtering and drying amounted to 5.3 grams.

Workup

  1. additionadded to and
  2. temperatureat reflux temperature

Sources & evidence

ORD record
ord-485aac323ea44d92a8883995b7391e5d
Source dataset
uspto-grants-1986_12
Patent number
US04626542

Reaction notes

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