Sodium Hydroxide → HCID 943931, compound

HRID 476800Notes

Reaction equation

HRID 476800 reaction equation
[N:1]1([C:6]([NH:8][C@H:9]([C:17]([O:19]C)=[O:18])[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+]>CO>[N:1]1([C:6]([NH:8][C@H:9]([C:17]([OH:19])=[O:18])[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 944015HCID 944015, compound

Product 1

HCID 943931HCID 943931, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of the methyl ester product from part (a) (1.187 g., 4.3 mmole), aqueous 1N sodium hydroxide solution (5.15 ml., 5.15 mmole), and methanol (17 ml.) is stirred at 25° for 4 hours, after which it is concentrated in vacuo. 1N Hydrochloric acid and ethyl acetate are added to the residue, and the mixture is extracted with ethyl acetate. The extract is dried (MgSO4) and concentrated to give N-(1-pyrrolidinylcarbonyl)-L-phenylalanine; [α]D =12.8° (c=1, methanol).

Workup

  1. concentrationafter which it is concentrated in vacuo
  2. addition1N Hydrochloric acid and ethyl acetate are added to the residue
  3. extractionthe mixture is extracted with ethyl acetate
  4. dry with materialThe extract is dried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-2a5f3bf6058c4c24ba512e113428a0a3
Source dataset
uspto-grants-1989_12
Patent number
US04885292

Reaction notes

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