Tetrahydrofuran → 1-(2-Chloroethyl)-4-(methylsulfonyl)piperidine

HRID 85733ノート

反応式

HRID 85733 の反応式
[CH3:1][S:2]([CH:5]1[CH2:10][CH2:9][N:8]([CH2:11][CH2:12]O)[CH2:7][CH2:6]1)(=[O:4])=[O:3].S(Cl)([Cl:16])=O.C1COCC1>ClC(Cl)C>[Cl:16][CH2:12][CH2:11][N:8]1[CH2:9][CH2:10][CH:5]([S:2]([CH3:1])(=[O:4])=[O:3])[CH2:6][CH2:7]1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 24386Thionyl ChlorideHCID 682760202-(4-(Methylsulfonyl)piperidin-1-yl)ethanol

生成物 1

HCID 682759471-(2-Chloroethyl)-4-(methylsulfonyl)piperidine収率 59.3%

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

反応条件

温度
74 °C

実験手順

A mixture of 2-(4-(methylsulfonyl)piperidin-1-yl)ethanol (620 mg, 2.99 mmol) and thionyl chloride (1.092 mL, 14.95 mmol) in dichloroethane (5 mL) was heated up at 74° C. for 4 hours. The reaction mixture was concentrated under reduced pressure to provide the crude, to the crude was added THF (10 mL), the grey precipitate was observed and collected. The solid was dried under vacuum for 20 hour to provide the desired product as grey solid (400 mg, 59%). LCMS: m/e 226.1 (M+H)+, 1.00 min (method 6).

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto provide the crude
  3. customcollected
  4. customThe solid was dried under vacuum for 20 hour

出典と根拠

ORDレコード
ord-e6d61111c8c8461bbff38de8667ff559
出典データセット
uspto-grants-2014_09
特許番号
US08846647B2

反応ノート

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