2-Chloro-6-fluorobenzyl bromide → 3-[2-(2-Chloro-6-fluoro-benzyl)-pent-4-enoyl]-oxazolidin-2-one

HRID 2235197Notes

Reaction equation

HRID 2235197 reaction equation
[C:1]([N:7]1[CH2:11][CH2:10][O:9][C:8]1=[O:12])(=[O:6])[CH2:2][CH2:3][CH:4]=[CH2:5].Br[CH2:14][C:15]1[C:20]([F:21])=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:22]>>[Cl:22][C:16]1[CH:17]=[CH:18][CH:19]=[C:20]([F:21])[C:15]=1[CH2:14][CH:2]([CH2:3][CH:4]=[CH2:5])[C:1]([N:7]1[CH2:11][CH2:10][O:9][C:8]1=[O:12])=[O:6]

Participants

3

Reactant 2

HCID 27736252-Chloro-6-fluorobenzyl bromideHCID 107972093-Pent-4-enoyl-oxazolidin-2-one

Product 1

HCID 592994113-[2-(2-Chloro-6-fluoro-benzyl)-pent-4-enoyl]-oxazolidin-2-oneYield 74%

Procedure

Using the procedure to synthesize Example 1, alkylation of 3-pent-4-enoyl-oxazolidin-2-one (Preparation 23) (5.0 g, 30.0 mmol) with 2-bromomethyl-1-chloro-3-fluoro-benzene affords 6.81 g (74%) of the title compound as a white solid.

Sources & evidence

ORD record
ord-1efb2d789d6b442191d09473d2a91f31
Source dataset
uspto-grants-2010_05
Patent number
US07713979B2

Reaction notes

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