Thionyl Chloride → 4-(Chloromethyl)-2-(propan-2-yl)-1,3-oxazole

HRID 52708

反応式

HRID 52708 の反応式
[Cl:1][CH2:2][C:3]1(O)[CH2:7][O:6][C:5]([CH:8]([CH3:10])[CH3:9])=[N:4]1.O=S(Cl)Cl>ClCCCl>[Cl:1][CH2:2][C:3]1[N:4]=[C:5]([CH:8]([CH3:10])[CH3:9])[O:6][CH:7]=1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 107498144-Chloromethyl-4-hydroxy-2-isopropyoxazoline

生成物 1

HCID 27632914-(Chloromethyl)-2-(propan-2-yl)-1,3-oxazole収率 96%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒2 回

反応条件

温度
70 °C

実験手順

A solution of 4-chloromethyl-4-hydroxy-2-isopropyloxazoline (4.88 g, 0.0275 mol) in 1,2-dichloroethane (20 mL) was added to a solution of SOCl2 (2.40 mL, 0.0329 mol) in 1,2-dichloroethane (80 mL) at 0° C. under argon, and the solution was heated to 70° C. After 15 min at 70° C., the reaction was cooled to room temperature and the solvent removed by rotary evaporation in vacuo. Drying the residue on high vacuum gave the desired compound as a brown semi-solid (4.20 g, 0.0263 mol, 96%): 1H NMR (CDCl3) δ1.36 (d, J=7.5 Hz, 6H), 3.03-3.18 (m, 1H), 4.50 (s, 2H), 7.56 (s 1H). Mass spectrum: (M+H)+ =160, 162.

後処理

  1. temperaturethe reaction was cooled to room temperature
  2. customthe solvent removed by rotary evaporation in vacuo
  3. customDrying the residue on high vacuum

出典と根拠

ORDレコード
ord-827b20fce8314e89af89f55da68a663b
出典データセット
uspto-grants-1997_04
特許番号
US05616720

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