Tert-butyl 3-oxopyrrolidine-1-carboxylate → 1,1-Dimethylethyl 3-hydroxy-3-(2-methylphenyl)-1-pyrrolidinecarboxylate

HRID 552681Notes

Reaction equation

HRID 552681 reaction equation
[C:1]([N:8]1[CH2:12][CH2:11][C:10](=[O:13])[CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[C:14]1([CH3:22])[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[Mg]Br>>[C:4]([O:3][C:1]([N:8]1[CH2:12][CH2:11][C:10]([OH:13])([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[CH3:22])[CH2:9]1)=[O:2])([CH3:7])([CH3:6])[CH3:5]

Participants

3

Reactant 2

HCID 471360Tert-butyl 3-oxopyrrolidine-1-carboxylateHCID 178424303HCID 178424303, compound

Product 1

HCID 590304761,1-Dimethylethyl 3-hydroxy-3-(2-methylphenyl)-1-pyrrolidinecarboxylate

Procedure

Prepared in analogy to Example A1 (a) from N-boc-3-pyrrolidinone and o-tolyl-magnesiumbromide to yield the title compound as an light yellow oil. MS (m/e): 278.2 (M+H+, 100%).

Sources & evidence

ORD record
ord-a0185d0402964f88a4a4296f1f97ab23
Source dataset
uspto-grants-2011_05
Patent number
US07951836B2

Reaction notes

Loading…