Thionyl Chloride → 5-(tert-Butyl)-3-(chloromethyl)isoxazole

HRID 2261292Notes

Reaction equation

HRID 2261292 reaction equation
[C:1]([C:5]1[O:9][N:8]=[C:7]([CH2:10]O)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].S(Cl)([Cl:14])=O>ClCCl>[C:1]([C:5]1[O:9][N:8]=[C:7]([CH2:10][Cl:14])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 10820794(5-Tert-butyl-1,2-oxazol-3-yl)methanol

Product 1

HCID 552652155-(tert-Butyl)-3-(chloromethyl)isoxazole

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.62 g of (5-t-butyl-isoxazol-3-yl)methanol was dissolved in 12 ml of dichloromethane, and 0.9 ml of thionyl chloride was added. The mixture was stirred at room temperature for 5 hours. The reaction mixture was concentrated under reduced pressure to obtain 0.69 g of 5-t-butyl-3-(chloromethyl)isoxazole.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-70328621ac6d43a49d57e011c3009733
Source dataset
uspto-grants-2010_12
Patent number
US07846956B2

Reaction notes

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