3-Fluorobenzyl chloride → HCID 44590237, compound

HRID 452694Notes

Reaction equation

HRID 452694 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[O:14][C:13]([SH:15])=[N:12][N:11]=3)=[CH:9][C:4]=2[CH2:3][CH2:2]1.[F:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][CH:24]=1)[CH2:20]Cl.[OH-].[Na+]>O>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[O:14][C:13]([S:15][CH2:20][C:19]4[CH:22]=[CH:23][CH:24]=[C:17]([F:16])[CH:18]=4)=[N:12][N:11]=3)=[CH:9][C:4]=2[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 99743-Fluorobenzyl chlorideHCID 14798Sodium HydroxideHCID 178527934HCID 178527934, compound

Product 1

HCID 44590237HCID 44590237, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazole-2-thiol (0.20 g, 0.91 mmol), 3-fluorobenzyl chloride (0.11 mL, 0.91 mmol), 1 M aqueous sodium hydroxide solution (1.00 mL, 1.00 mmol) and water (4 mL) was stirred overnight at room temperature. The precipitate was collected by filtration and recrystallized from hexane/ethyl acetate to give the title compound (0.21 g, yield 74%) as colorless crystals.

Workup

  1. filtrationThe precipitate was collected by filtration
  2. customrecrystallized from hexane/ethyl acetate

Sources & evidence

ORD record
ord-6a134da1a0764d52a23b4706118e67cc
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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