Hydrochloric Acid → 1-Benzyl-3-(1-hydroxy-ethyl)-pyrrolidine-3-carboxylic acid methyl ester

HRID 1038078Notes

Reaction equation

HRID 1038078 reaction equation
Cl.[CH3:2][O:3][C:4]([C:6]1([CH:18]([O:20]C(=O)C)[CH3:19])[CH2:10][CH2:9][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7]1)=[O:5]>CO>[CH3:2][O:3][C:4]([C:6]1([CH:18]([OH:20])[CH3:19])[CH2:10][CH2:9][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7]1)=[O:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57685792Methyl 3-[1-(acetyloxy)ethyl]-1-(phenylmethyl)-3-pyrrolidinecarboxylate

Product 1

HCID 576863701-Benzyl-3-(1-hydroxy-ethyl)-pyrrolidine-3-carboxylic acid methyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2M HCl (25 ml) was added to a solution of 3-(1-Acetoxy-ethyl)-1-benzyl-pyrrolidine-3-carboxylic acid methyl ester (2N) (5 g, 16.39 mmol) in MeOH (50 ml) at room temperature, then refluxed for 2 hours. The solvent was evaporated yielding the product (4.39, 100%) ESMS (MH, 264).

Workup

  1. temperaturerefluxed for 2 hours
  2. customThe solvent was evaporated
  3. customyielding the product (4.39, 100%) ESMS (MH, 264)

Sources & evidence

ORD record
ord-1182ddc97bed4e2b9be4b6cb55be8ced
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

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