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

HRID 273077ノート

反応式

HRID 273077 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 685790653-(Chloromethyl)-1-isopropylazetidine hydrochloride

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

(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).

後処理

  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)

出典と根拠

ORDレコード
ord-18d6e1fc4fb24465aa3f87e8ba92bbe4
出典データセット
uspto-grants-2008_11
特許番号
US07456164B2

反応ノート

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