2-(5-Bromo-2-chlorophenyl)acetic acid → 5-Bromo-2-chloro-1-(2-(5-phenyl-2-thienyl)ethyl)benzene

HRID 1625883Notes

Reaction equation

HRID 1625883 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:12])=[C:6]([CH2:8][C:9](O)=O)[CH:7]=1.[C@@H]1([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([CH2:30][C:31]3[S:32][C:33](CC)=[CH:34][CH:35]=3)C=2)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:12])=[C:6]([CH2:8][CH2:9][C:33]2[S:32][C:31]([C:30]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:24]=3)=[CH:35][CH:34]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 155124412-(5-Bromo-2-chlorophenyl)acetic acidHCID 46930338(2S,3R,4R,5S,6R)-2-[3-[(5-ethylthiophen-2-yl)methyl]phenyl]-6-(hydroxymethyl)oxane-3,4,5-triol

Product 1

HCID 666077445-Bromo-2-chloro-1-(2-(5-phenyl-2-thienyl)ethyl)benzene

Procedure

The above 5-bromo-2-chlorophenylacetic acid was treated in a manner similar to Reference Example 118-(4) and (5) to give the desired 5-bromo-2-chloro-1-(2-(5-phenyl-2-thienyl)ethyl)benzene as a pale yellow solid. APCI-Mass m/Z 377/379 (M+H).

Sources & evidence

ORD record
ord-50b8f3cc947e41ffa4637d97cefe899e
Source dataset
uspto-grants-2014_07
Patent number
US08785403B2

Reaction notes

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