Methyl bromoacetate → Methyl (trans-2,5-dimethylpyrrolidin-1-yl)acetate

Reaction equation

Br[CH2:2][C:3]([O:5][CH3:6])=[O:4].[CH3:7][C@H:8]1[CH2:12][CH2:11][C@H:10]([CH3:13])[NH:9]1>>[CH3:7][C@H:8]1[CH2:12][CH2:11][C@H:10]([CH3:13])[N:9]1[CH2:2][C:3]([O:5][CH3:6])=[O:4]

Participants

Reactant 2

HCID 60984Methyl bromoacetate

HCID 69940992,5-Dimethylpyrrolidine, (2S,5S)-

Product 1

HCID 86736355Methyl (trans-2,5-dimethylpyrrolidin-1-yl)acetate

Procedure

By a procedure analogous to Example 6, methyl bromoacetate is reacted with trans-2,5-dimethylpyrrolidine (J. Amer. Chem. Soc. 1951, 73, 5230) to give methyl (trans-2,5-dimethylpyrrolidin-1-yl)acetate.

Sources & evidence

ORD record: ord-b99516d00c694d15b2ad9a2ad944affe
Source dataset: uspto-grants-1979_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04140793

Reaction notes

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