Rac-[1-(3,4-dichloro-phenyl)-2-(4-hydroxy-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester → Rac-[2-(4-sec-butoxy-phenyl)-1-(3,4-dichloro-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

HRID 384945Notes

Reaction equation

HRID 384945 reaction equation
[C:1]([O:5][C:6](=[O:26])[NH:7][CH:8]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=1)[C:9]([C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)=[O:10])([CH3:4])([CH3:3])[CH3:2]>CC(O)CC>[C:1]([O:5][C:6](=[O:26])[NH:7][CH:8]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=1)[C:9]([C:11]1[CH:12]=[CH:13][C:14]([O:17][CH:8]([CH2:9][CH3:11])[CH3:18])=[CH:15][CH:16]=1)=[O:10])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 1

HCID 68409306Rac-[1-(3,4-dichloro-phenyl)-2-(4-hydroxy-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 68408616Rac-[2-(4-sec-butoxy-phenyl)-1-(3,4-dichloro-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 6568(+-)-2-ButanolSolvent

Procedure

The title compound was prepared from rac-[1-(3,4-dichloro-phenyl)-2-(4-hydroxy-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester and 2-butanol in analogy to Example 9c): MS (ISP): 452.1 and 454.0 (M+H)+, 352.1 and 354.1 ((M-Boc)+H)+ (100%).

Sources & evidence

ORD record
ord-1f732e2fb3aa4ff0b0e5cf0122dc8180
Source dataset
uspto-grants-2013_02
Patent number
US08367838B2

Reaction notes

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