Tert-butyl(4-chloro-2-ethynylphenoxy)acetate → HCID 58521940, compound

HRID 2390286Notes

Reaction equation

HRID 2390286 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].I[C:20]1[CH:21]=[CH:22][C:23]2[C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=3[S:25](=[O:33])(=[O:32])[C:24]=2[CH:34]=1>>[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:30]1[CH:29]=[CH:28][C:27]2[C:23]3[CH:22]=[CH:21][CH:20]=[CH:34][C:24]=3[S:25](=[O:32])(=[O:33])[C:26]=2[CH:31]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 56594381Tert-butyl(4-chloro-2-ethynylphenoxy)acetate2×HCID 58521977HCID 58521977, compound2×

Product 1

HCID 58521940HCID 58521940, compound

Procedure

Following the general method as outlined in Intermediate 79, starting from (4-chloro-2-ethynyl-phenoxy)-acetic acid tert-butyl ester (Intermediate 3) 3-iododibenzo[b,d]thiophene 5,5-dioxide (Intermediate 232), the title compound was obtained as a pink solid after purification by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc.

Sources & evidence

ORD record
ord-4daab0cea0a646168370da69054ecf6a
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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