Tert-butyl(4-chloro-2-ethynylphenoxy)acetate → HCID 58522085, compound

HRID 2390254Notes

Reaction equation

HRID 2390254 reaction equation
[C:1]([O:5][C:6](=[O:18])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[C:16]#[CH:17])([CH3:4])([CH3:3])[CH3:2].Br[C:20]1[CH:21]=[C:22]([N:27]([CH3:32])[S:28]([CH3:31])(=[O:30])=[O:29])[CH:23]=[CH:24][C:25]=1[CH3:26]>>[C:1]([O:5][C:6](=[O:18])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[C:16]#[C:17][C:20]1[CH:21]=[C:22]([N:27]([CH3:32])[S:28]([CH3:31])(=[O:30])=[O:29])[CH:23]=[CH:24][C:25]=1[CH3:26])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 56594381Tert-butyl(4-chloro-2-ethynylphenoxy)acetate2×HCID 58521929HCID 58521929, compound2×

Product 1

HCID 58522085HCID 58522085, compound

Procedure

Following the general method as outlined in Intermediate 20, starting from (4-chloro-2-ethynyl-phenoxy)-acetic acid tert-butyl ester (Intermediate 3) and N-(3-bromo-4-methylphenyl)-N-methylmethanesulfonamide (Intermediate 197), the title compound was obtained after purification by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc.

Sources & evidence

ORD record
ord-ac6ec5128b9b4f1da47acd18000372b5
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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