Methanol → HCID 13362032, compound

HRID 1632622Notes

Reaction equation

HRID 1632622 reaction equation
[BH4-].[Na+].CO.[CH3:5][N:6]1[C:10](=[O:11])[CH2:9][CH:8]([C:12](OC)=[O:13])[CH:7]1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O>[OH:13][CH2:12][CH:8]1[CH2:9][C:10](=[O:11])[N:6]([CH3:5])[CH:7]1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 13362026HCID 13362026, compound

Product 1

HCID 13362032HCID 13362032, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 82.6 g of sodium borohydride in 950 ml. of methanol at -5° to 0° C. was slowly added in portions 63 g. of methyl 1-methyl-5-oxo-2-phenylpyrrolidin-3-carboxylate. After the addition, the reaction mixture was then allowed to come to ambient temperature over 2 hours. Concentration in vacuo gave a semisolid which was suspended in water at 50° C. and stirred for 30 minutes. The solid was then dissolved in 3:1 chloroform-ether, dried (Na2SO4) filtered, and concentrated in vacuo to yield 40 g. of an oil.

Workup

  1. additionAfter the addition
  2. concentrationConcentration in vacuo
  3. customgave a semisolid which
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customto yield 40 g

Sources & evidence

ORD record
ord-6c4b1557330c4ffb8d785a8d7fc0a7dd
Source dataset
uspto-grants-1984_10
Patent number
US04476311

Reaction notes

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