Tert-butyl(4-chloro-2-ethynylphenoxy)acetate → (4-Chloro-2-{[5-(isopropylsulfonyl)-2-methylphenyl]ethynyl}phenoxy)acetic acid

HRID 2390344Notes

Reaction equation

HRID 2390344 reaction equation
C([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])(C)(C)C.Br[C:20]1[CH:25]=[C:24]([S:26]([CH:29]([CH3:31])[CH3:30])(=[O:28])=[O:27])[CH:23]=[CH:22][C:21]=1[CH3:32]>>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([O:8][CH2:7][C:6]([OH:5])=[O:18])=[C:10]([C:16]#[C:17][C:22]2[CH:23]=[C:24]([S:26]([CH:29]([CH3:30])[CH3:31])(=[O:27])=[O:28])[CH:25]=[CH:20][C:21]=2[CH3:32])[CH:11]=1

Participants

3

Reactant 2

HCID 56594381Tert-butyl(4-chloro-2-ethynylphenoxy)acetate2×HCID 585220592-Bromo-4-(isopropylsulfonyl)-1-methylbenzene2×

Product 1

HCID 46865973(4-Chloro-2-{[5-(isopropylsulfonyl)-2-methylphenyl]ethynyl}phenoxy)acetic acid

Procedure

Following the general method as outlined in Example 37, starting from tert-butyl(4-chloro-2-ethynyl phenoxy)acetate (Intermediate 3) and 2-bromo-4-(isopropylsulfonyl)-1-methylbenzene (Intermediate 64), the title compound was obtained as a yellow solid.

Sources & evidence

ORD record
ord-1d5a963bff6e46bc96efb0b421008a10
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

Loading…