Dimethyl Sulfoxide → 1-(Azidomethyl)-3,5-bis(trifluoromethyl)benzene

HRID 1620796

反応式

HRID 1620796 の反応式
[N-:1]=[N+:2]=[N-:3].[Na+].CS(C)=O.[F:9][C:10]([F:24])([F:23])[C:11]1[CH:12]=[C:13]([CH:16]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:18]=1)[CH2:14]Cl>O>[N:1]([CH2:14][C:13]1[CH:16]=[C:17]([C:19]([F:21])([F:22])[F:20])[CH:18]=[C:11]([C:10]([F:9])([F:23])[F:24])[CH:12]=1)=[N+:2]=[N-:3]

参加物

5

反応物 3

HCID 679Dimethyl Sulfoxide2 回HCID 33557Sodium AzideHCID 1235761-(Chloromethyl)-3,5-bis(trifluoromethyl)benzene2 回

生成物 1

HCID 441857431-(Azidomethyl)-3,5-bis(trifluoromethyl)benzene

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
40 °C

実験手順

Sodium azide (74.3 g, 1.14 mol) is suspended in water (125 mL), then DMSO (625 mL) is added. After stirring for 30 minutes, a solution consisting of 3,5-Bis(trifluoromethyl)benzyl chloride (255.3 g, 0.97 moles) and DMSO (500 mL) is added over 30 minutes. (The 3,5-Bis(trifluoromethyl)benzyl chloride is heated to 35° C. to liquefy prior to dispensing (MP=30-32° C.)). The benzyl chloride feed vessel is rinsed with DMSO (50 mL) into the sodium azide solution, the mixture is heated to 40° C., and then maintained for an hour at 40° C., then cooled to 23° C.

後処理

  1. additionis added over 30 minutes
  2. washThe benzyl chloride feed vessel is rinsed with DMSO (50 mL) into the sodium azide solution
  3. temperaturemaintained for an hour at 40° C.
  4. temperaturecooled to 23° C.

出典と根拠

ORDレコード
ord-ac037c254dfd47ffaab08cedc7a253c6
出典データセット
uspto-grants-2014_07
特許番号
US08772496B2

関連ノート

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