Thionyl Chloride → 2-(2,4-Dichloro-6-methoxyphenyl)-4,4-dimethyl-2-oxazoline

HRID 354584

반응식

HRID 354584 반응식
O[CH2:2][C:3]([NH:6][C:7](=[O:18])[C:8]1[C:13]([O:14][CH3:15])=[CH:12][C:11]([Cl:16])=[CH:10][C:9]=1[Cl:17])([CH3:5])[CH3:4].S(Cl)(Cl)=O>CCOCC>[Cl:17][C:9]1[CH:10]=[C:11]([Cl:16])[CH:12]=[C:13]([O:14][CH3:15])[C:8]=1[C:7]1[O:18][CH2:2][C:3]([CH3:4])([CH3:5])[N:6]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 128028822,4-dichloro-N-(1-hydroxy-2-methylpropan-2-yl)-6-methoxybenzamide

생성물 1

HCID 128028832-(2,4-Dichloro-6-methoxyphenyl)-4,4-dimethyl-2-oxazoline수율 70%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
20 °C

실험 절차

N-(2-Hydroxy-1,1-dimethylethyl)-2,4-dichloro-6-methoxybenzamide (5.5 g, 18.8 mmol) was treated dropwise with thionyl chloride (5.5 ml) and stirred magnetically at 20° C. for 30 min. Dry ether (100 ml) was added, the mixture was stirred for an additional one hour and the oxazoline hydrochloride precipitate was collected by filtration. The salt was neutralized with 20% sodium hydroxide to afford an alkaline mixture which was extracted with ether. The ethereal extract was dried (MgSO4) and concentrated to give an oil (3.6 g, 70%), which crystallized on standing, mp 47°-50° C.

후처리

  1. stirringthe mixture was stirred for an additional one hour
  2. filtrationthe oxazoline hydrochloride precipitate was collected by filtration
  3. customto afford an alkaline mixture which
  4. extractionwas extracted with ether
  5. extractionThe ethereal extract
  6. dry with materialwas dried (MgSO4)
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1ddf7d7c733b4071b781c2021aeec1fe
출처 데이터셋
uspto-grants-1983_03
특허 번호
US04375475

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