Tert-butyl(4-chloro-2-ethynylphenoxy)acetate → HCID 58522060, compound

HRID 2390288Notes

Reaction equation

HRID 2390288 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:11][CH2:12]C)(=[O:10])=[O:9])=[CH:4][C:3]=1[C:14]#[C:15][Si](C)(C)C.[C:20]([O:24][C:25](=[O:37])[CH2:26][O:27][C:28]1[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][C:29]=1C#C)([CH3:23])([CH3:22])[CH3:21].IC1C=CC2C=CS(=O)(=O)C=2C=1>>[C:20]([O:24][C:25](=[O:37])[CH2:26][O:27][C:28]1[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][C:29]=1[C:15]#[C:14][C:3]1[CH:2]=[CH:7][C:6]2[CH:12]=[CH:11][S:8](=[O:9])(=[O:10])[C:5]=2[CH:4]=1)([CH3:23])([CH3:21])[CH3:22]

Participants

4

Reactant 3

HCID 56594381Tert-butyl(4-chloro-2-ethynylphenoxy)acetate2×HCID 58521874{[2-Fluoro-5-(propylsulfonyl)phenyl]ethynyl}trimethyl silaneHCID 58521938HCID 58521938, compound2×

Product 1

HCID 58522060HCID 58522060, compound

Procedure

Following the general method as outlined in Intermediate 107, starting from (4-chloro-2-ethynyl-phenoxy)-acetic acid tert-butyl ester (Intermediate 3) and 6-iodo-1-benzothiophene 1,1-dioxide (Intermediate 236), the title compound was obtained as a yellow solid after purification by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc.

Sources & evidence

ORD record
ord-5a433bad00ba437ab6e7799158f2d7cf
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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