Tert-butyl{4-chloro-2-[(1,1-dioxido-2,3-dihydro-1-benzothien-6-yl)ethynyl]phenoxy}acetate → {4-Chloro-2-[(1,1-dioxido-2,3-dihydro-1-benzothien-6-yl)ethynyl]phenoxy}acetic acid

HRID 2390372Notes

Reaction equation

HRID 2390372 reaction equation
C([O:5][C:6](=[O:29])[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:18]1[CH:28]=[CH:27][C:21]2[CH2:22][CH2:23][S:24](=[O:26])(=[O:25])[C:20]=2[CH:19]=1)(C)(C)C>C(Cl)Cl.CCCCC>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([O:8][CH2:7][C:6]([OH:29])=[O:5])=[C:10]([C:16]#[C:17][C:18]2[CH:28]=[CH:27][C:21]3[CH2:22][CH2:23][S:24](=[O:26])(=[O:25])[C:20]=3[CH:19]=2)[CH:11]=1

Participants

3

Reactant 1

HCID 58522066Tert-butyl{4-chloro-2-[(1,1-dioxido-2,3-dihydro-1-benzothien-6-yl)ethynyl]phenoxy}acetate2×

Product 1

HCID 46865312{4-Chloro-2-[(1,1-dioxido-2,3-dihydro-1-benzothien-6-yl)ethynyl]phenoxy}acetic acidYield 93%

Reagents, catalysts & solvents 1

HCID 21877063Dichloromethane pentaneSolvent

Procedure

Following the general method as outlined in Example 15, starting from tert-butyl{4-chloro-2-[(1,1-dioxido-2,3-dihydro-1-benzothien-6-yl)ethynyl]phenoxy}acetate (Intermediate 235), the title compound was obtained as a beige solid in 93% yield after trituration in DCM/pentane.

Sources & evidence

ORD record
ord-a54aa3c725a44c5bb3132a55a0afa9d3
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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