Ethyl acetate methanol ammonia → (S)-1-pyrrolidin-2-ylcyclopropanol

HRID 734776Notes

Reaction equation

HRID 734776 reaction equation
C([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13]1([OH:16])[CH2:15][CH2:14]1)C1C=CC=CC=1.CCOC(C)=O.CO.N>>[NH:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13]1([OH:16])[CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 21873639Ethyl acetate methanol ammoniaHCID 690581421-((S)-1-benzylpyrrolidin-2-yl)cyclopropanol

Product 1

HCID 11147720(S)-1-pyrrolidin-2-ylcyclopropanol

Procedure

The product was obtained analogously to IP 5d starting from 745 mg (3.43 mmol) 1-((S)-1-benzylpyrrolidin-2-yl)cyclopropanol. Yield: 350 mg (80% of theoretical); C7H13NO (M=127.184); calc.: molpeak (M+H)+: 128; found: molpeak (M+H)+: 128; Rf value: 0.10 (silica gel, EtOAc/MeOH/NH3 5:5:0.5).

Sources & evidence

ORD record
ord-b268215058044d569af2e895185547fa
Source dataset
uspto-grants-2009_09
Patent number
US07592358B2

Reaction notes

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