18-Crown-6 → N,N-Dimethyl-3-((naphthalen-1-yl)oxy)-3-(thiophen-2-yl)propan-1-amine

HRID 2234230

反応式

HRID 2234230 の反応式
C(O[K])(C)(C)C.C1OCCOCCOCCOCCOCCOC1.[CH3:25][N:26]([CH2:28][CH2:29][C@H:30]([O:36][C:37]1[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[CH:40]=[CH:39][CH:38]=1)[C:31]1[S:32][CH:33]=[CH:34][CH:35]=1)[CH3:27]>S1(CCCC1)(=O)=O>[CH3:25][N:26]([CH2:28][CH2:29][CH:30]([O:36][C:37]1[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[CH:40]=[CH:39][CH:38]=1)[C:31]1[S:32][CH:33]=[CH:34][CH:35]=1)[CH3:27]

参加物

5

反応物 3

HCID 2855718-Crown-6HCID 9818212(S)-(+)-N,N-Dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamineHCID 178418922HCID 178418922、化合物

生成物 1

HCID 11573192N,N-Dimethyl-3-((naphthalen-1-yl)oxy)-3-(thiophen-2-yl)propan-1-amine

試薬・触媒・溶媒 1

HCID 31347Sulfolane溶媒

反応条件

温度
110 °C

実験手順

tBuOK (16.8 g), and 18-crown-6 (0.25 g) are added to a solution of (S)-N,N-dimethyl-3-(naphthyloxy)-3-(2-thienyl)propylamine (31 g) in sulfolane (100 ml), bubbled with a moderate stream of nitrogen, and the mixture is stirred and heated at 110° C. for 2 hours. After cooling down to lab temperature, the mixture is diluted with water (300 ml) and the racemic product is extracted with toluene. After evaporation, 25 g (81%) of RS)-N-methyl-3-(naphthyloxy)-3-(2-thienyl)propylamine is obtained.

後処理

  1. custombubbled with a moderate stream of nitrogen
  2. temperatureAfter cooling down to lab temperature
  3. additionthe mixture is diluted with water (300 ml)
  4. extractionthe racemic product is extracted with toluene
  5. customAfter evaporation, 25 g (81%) of RS)-N-methyl-3-(naphthyloxy)-3-(2-thienyl)propylamine
  6. customis obtained

出典と根拠

ORDレコード
ord-779cc6060383413d999ea845235342a3
出典データセット
uspto-grants-2010_05
特許番号
US07709662B2

関連ノート

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