Trityl chloride → N-trityl-1-hydroxytricyclo[3.3.1.13,7]decan-2-amine

HRID 1608575

反応式

HRID 1608575 の反応式
[OH:1][C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[CH:3]1[NH2:12])[CH2:9]2.[C:13]1([C:19](Cl)([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>ClCCl>[C:19]([NH:12][CH:3]1[CH:4]2[CH2:5][CH:6]3[CH2:7][CH:8]([CH2:9][C:2]1([OH:1])[CH2:11]3)[CH2:10]2)([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

参加物

4

反応物 2

HCID 6456Trityl chloride2 回HCID 124667122-Aminoadamantan-1-ol

生成物 1

HCID 54340516N-trityl-1-hydroxytricyclo[3.3.1.13,7]decan-2-amine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To 1-hydroxytricyclo[3.3.1.13,7 ]decan-2-amine (0.47 g; 0.0028 mole), [prepared via a procedure of W. V. Curran and R. B. Angler, J. of Org. Chem., 94(11 ), 3668-70 (1969)] in dichloromethane (45 ml) is added triphenylmethyl chloride (0.78 g; 0.0028 mole) in dichloromethane (5 ml). This mixture is refluxed for 7 hours and then more triphenylmethyl chloride (0.35 g) is added and the reaction refluxed overnight. The reaction is stripped to dryness and the products separated via flash chromatography (eluted with 25% ethyl acetate/hexane) to obtain N-trityl-1-hydroxytricyclo[3.3.1.13,7 ]decan-2-amine which is used directly in step B.

後処理

  1. temperatureThis mixture is refluxed for 7 hours
  2. temperaturethe reaction refluxed overnight
  3. customthe products separated via flash chromatography (eluted with 25% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-956548f962c1482eae9663a3053a9477
出典データセット
uspto-grants-1995_03
特許番号
US05395846

関連ノート

読み込み中…