(Methyl-phenyl-amino)-acetic acid ethyl ester → 2-(N-Methylanilino)ethanol

HRID 2184081Notes

Reaction equation

HRID 2184081 reaction equation
[CH3:1][N:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:3][C:4](OCC)=[O:5].CN(C1C=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=1)CC(OCC)=O>>[CH3:1][N:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:3][CH2:4][OH:5]

Participants

3

Reactant 2

HCID 265936(Methyl-phenyl-amino)-acetic acid ethyl esterHCID 10406140Ethyl N-methyl-N-{4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl}-glycinate

Product 1

HCID 623402-(N-Methylanilino)ethanolYield 89%

Procedure

Prepared in the manner of Example 23 except ethyl N-methyl-N-phenylglycinate was substituted for ethyl N-methyl-N-{4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl}glycinate. Purification by flash chromatography (1:1 hexanes/EtOAc) afforded the title compound as a yellow oil (89%). MS (ES+) m/z 152 (MH+).

Workup

  1. customPurification by flash chromatography (1:1 hexanes/EtOAc)

Sources & evidence

ORD record
ord-e453453291b8478f9fd1e7247cb8cf96
Source dataset
uspto-grants-2005_05
Patent number
US06900244B2

Reaction notes

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