Ammonium Chloride → 10-(2-dimethylaminoethyl)-10,11-dihydro-5-trimethylsilylmethyl-5H-dibenzo[a,d]cyclohepten-5-ol

HRID 1731200ノート

反応式

HRID 1731200 の反応式
[CH3:1][Si:2]([CH2:5]Cl)([CH3:4])[CH3:3].[Mg].[CH3:8][N:9]([CH3:28])[CH2:10][CH2:11][CH:12]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[C:16](=[O:23])[C:15]2[CH:24]=[CH:25][CH:26]=[CH:27][C:14]=2[CH2:13]1.[Cl-].[NH4+]>CCOCC>[CH3:28][N:9]([CH3:8])[CH2:10][CH2:11][CH:12]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[C:16]([CH2:5][Si:2]([CH3:3])([CH3:4])[CH3:1])([OH:23])[C:15]2[CH:24]=[CH:25][CH:26]=[CH:27][C:14]=2[CH2:13]1

参加物

6

反応物 4

HCID 25517Ammonium ChlorideHCID 75361Silane, (chloromethyl)trimethyl-HCID 5462224MagnesiumHCID 2035929910-(2-dimethylaminoethyl)-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one

生成物 1

HCID 2035930310-(2-dimethylaminoethyl)-10,11-dihydro-5-trimethylsilylmethyl-5H-dibenzo[a,d]cyclohepten-5-ol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

A Grignard reagent is prepared by conventional techniques from 12.2 g. (0.1 mole) trimethylsilylmethyl chloride and 24.3 g. magnesium metal (0.1 atom) and 200 ml. ether. The resulting solution is treated with 27.9 g. (0.1 mole) of 10-(2-dimethylaminoethyl)-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one in 100 ml. ether. Stirring is initiated and the mixture is heated at reflux for 5 hours, then cooled in ice and hydrolyzed with 150 ml. of saturated ammonium chloride. The layers are separated and the ether dried over anhydrous magnesium sulfate and evaporated to give 10-(2-dimethylaminoethyl)-10,11-dihydro-5-trimethylsilylmethyl-5H-dibenzo[a,d]cyclohepten-5-ol.

後処理

  1. additionThe resulting solution is treated with 27.9 g
  2. temperaturethe mixture is heated
  3. temperatureat reflux for 5 hours
  4. temperaturecooled in ice and hydrolyzed with 150 ml
  5. customThe layers are separated
  6. dry with materialthe ether dried over anhydrous magnesium sulfate
  7. customevaporated

出典と根拠

ORDレコード
ord-584dba3c22e04c119e4692954161535c
出典データセット
uspto-grants-1976_11
特許番号
US03994961

反応ノート

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