Triethylamine → HCID 66920960、化合物

HRID 2066335ノート

反応式

HRID 2066335 の反応式
Cl[S:2]([N:5]=[C:6]=[O:7])(=[O:4])=[O:3].Br[CH:9]([OH:11])[CH3:10].[CH3:12][Si:13]([CH:16]([NH2:21])[Si:17]([CH3:20])([CH3:19])[CH3:18])([CH3:15])[CH3:14].C(N(CC)CC)C>ClCCl>[CH3:12][Si:13]([CH:16]([NH:21][S:2]([N:5]1[CH2:10][CH2:9][O:11][C:6]1=[O:7])(=[O:4])=[O:3])[Si:17]([CH3:20])([CH3:19])[CH3:18])([CH3:15])[CH3:14]

参加物

6

反応物 4

HCID 8471Triethylamine2 回HCID 70918Chlorosulfonyl isocyanateHCID 10997564Bis(trimethylsilyl)methylamineHCID 14202443Ethanol, 1-bromo-

生成物 1

HCID 66920960HCID 66920960、化合物収率 65%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒4 回

反応条件

温度
0 °C

実験手順

To 2.18 ml of chlorosulfonyl isocyanate in 10 ml of dichloromethane is added dropwise, at 0° C., a solution of 1.77 ml of bromoethanol in 10 ml of dichloromethane. The reaction medium is stirred for 10 minutes at 0° C. and then added dropwise to a solution of 4.38 grams of bis(trimethylsilyl)methylamine and 3.51 ml of triethylamine in 40 ml of dichloromethane at 0° C. After warming to 20° C. and stirring for 4 hours, the reaction mixture is cooled to 0° C. and 10.5 ml of triethylamine are then added dropwise. The reaction mixture is then stirred overnight at room temperature. It is then diluted with dichloromethane and washed 3 times with dilute hydrochloric acid. The organic phase is then washed once with saturated aqueous NaCl solution and then dried over sodium sulfate and concentrated under reduced pressure to give a white solid, 2-oxooxazolidine-3-sulfonic acid [bis(trimethylsilanyl)methyl]amide (65% yield).

後処理

  1. temperatureAfter warming to 20° C.
  2. stirringstirring for 4 hours
  3. temperaturethe reaction mixture is cooled to 0° C.
  4. stirringThe reaction mixture is then stirred overnight at room temperature
  5. washwashed 3 times with dilute hydrochloric acid
  6. washThe organic phase is then washed once with saturated aqueous NaCl solution
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-88cdd496e0ba4fde8d1557f44031cc6f
出典データセット
uspto-grants-2012_10
特許番号
US08293256B2

反応ノート

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