Thionyl Chloride → 3-(Chloromethyl)-1-isopropylazetidine hydrochloride

HRID 273077노트

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HRID 273077 반응식
[ClH:1].[CH:2]([N:5]1[CH2:8][CH:7]([CH2:9]O)[CH2:6]1)([CH3:4])[CH3:3].S(Cl)([Cl:13])=O>ClCCl>[ClH:13].[Cl:1][CH2:9][CH:7]1[CH2:8][N:5]([CH:2]([CH3:4])[CH3:3])[CH2:6]1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 68575734(1-Isopropylazetidin-3-yl)methanol hydrochloride

생성물 1

HCID 685790653-(Chloromethyl)-1-isopropylazetidine hydrochloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

(1-isopropylazetidin-3-yl)methanol hydrochloride (2.6 g, 15.7 mmol) was dissolved in dichloromethane (50 ml) and cooled to 0° C. Thionyl chloride (1.4 ml, 19.2 mmol) was added dropwise over 5 min. The reaction mixture was then stirred whilst warming to ambient temperature. Stirred at ambient temperature for 48 hours. The reaction mixture was concentrated in vacuo and azeotroped with toluene (40 ml) to give the title compound as a beige hygroscopic powder (2.8 g, 99%). LRMS ESI+ m/z 148/150 [M+H]+ (CI isotopes).

후처리

  1. temperaturewhilst warming to ambient temperature
  2. stirringStirred at ambient temperature for 48 hours
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. customazeotroped with toluene (40 ml)

출처 및 근거

ORD 기록
ord-18d6e1fc4fb24465aa3f87e8ba92bbe4
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07456164B2

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