Ethyl 2-bromo-4-methylpentanoate → Ethyl 2-(4-chloro-2-{[2-methyl-5-(propylsulfonyl)phenyl]ethynyl}phenoxy)-4-methylpentanoate

HRID 2390319Notes

Reaction equation

HRID 2390319 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([C:9]#[C:10][C:11]2[CH:16]=[C:15]([S:17]([CH2:20][CH2:21][CH3:22])(=[O:19])=[O:18])[CH:14]=[CH:13][C:12]=2[CH3:23])[CH:3]=1.[CH2:24]([O:26][C:27](=[O:34])[CH:28](Br)[CH2:29][CH:30]([CH3:32])[CH3:31])[CH3:25]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH:28]([CH2:29][CH:30]([CH3:32])[CH3:31])[C:27]([O:26][CH2:24][CH3:25])=[O:34])=[C:4]([C:9]#[C:10][C:11]2[CH:16]=[C:15]([S:17]([CH2:20][CH2:21][CH3:22])(=[O:19])=[O:18])[CH:14]=[CH:13][C:12]=2[CH3:23])[CH:3]=1

Participants

3

Reactant 2

HCID 458111Ethyl 2-bromo-4-methylpentanoateHCID 565939734-Chloro-2-{[2-methyl-5-(propylsulfonyl)phenyl]ethynyl}phenol2×

Product 1

HCID 58521941Ethyl 2-(4-chloro-2-{[2-methyl-5-(propylsulfonyl)phenyl]ethynyl}phenoxy)-4-methylpentanoateYield 81%

Procedure

Following the general method as outlined in Intermediate 268, starting from 4-chloro-2-{[2-methyl-5-(propylsulfonyl)phenyl]ethynyl}phenol (Intermediate 267) and 2-bromo-4-methyl-pentanoic acid ethyl ester, the title compound was obtained as a colorless sticky solid in 81% yield.

Sources & evidence

ORD record
ord-a001dfa300844a8f88fae55f5627af07
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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