Water → (2S)-1-benzoylpyrrolidin-2-al

HRID 35866Notes

Reaction equation

HRID 35866 reaction equation
[C:1]([N:9]1[CH2:13][CH2:12][CH2:11][C@H:10]1[CH2:14][OH:15])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.O>C(Cl)Cl>[C:1]([N:9]1[CH2:13][CH2:12][CH2:11][C@H:10]1[CH:14]=[O:15])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 8471TriethylamineHCID 128307942-Pyrrolidinemethanol, 1-benzoyl-, (2S)-

Product 1

HCID 14824832(2S)-1-benzoylpyrrolidin-2-al

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (2S)-1-benzoylpyrrolidine-2-methanol (24.1 g) in methylene chloride (120 ml) was added dropiwise to the solution at -70° C. The mixture was stirred for 30 mins. Triethylamine (89.5 ml) was added dropwise to the reaction solution at -70° C. The mixture was stirred for 50 mins at the same temperature, and then rised to 0° C. gradually. Water was added to the solution.

Workup

  1. stirringThe mixture was stirred for 50 mins at the same temperature
  2. customrised to 0° C.

Sources & evidence

ORD record
ord-597cf2d7184f46d1bcc60501c1dfd96d
Source dataset
uspto-grants-1995_05
Patent number
US05411974

Reaction notes

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