Triethylamine → HCID 178483421、化合物

HRID 630377ノート

反応式

HRID 630377 の反応式
[OH:1][C:2]([C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)([C:14]1[S:15][CH:16]=[CH:17][CH:18]=1)[C:3]([O:5][C@H:6]1[CH2:11][CH2:10][C@H:9]([NH:12][CH3:13])[CH2:8][CH2:7]1)=[O:4].[Br:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]Br.C(N(CC)CC)C>>[OH:1][C:2]([C:14]1[S:15][CH:16]=[CH:17][CH:18]=1)([C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)[C:3]([O:5][C@H:6]1[CH2:7][CH2:8][C@H:9]([N:12]([CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][Br:24])[CH3:13])[CH2:10][CH2:11]1)=[O:4]

参加物

4

反応物 3

HCID 8471TriethylamineHCID 206771,9-DibromononaneHCID 178484861HCID 178484861、化合物2 回

生成物 1

HCID 178483421HCID 178483421、化合物収率 55%

反応条件

温度
70 °C

実験手順

Trans-4-(methylamino)cyclohexyl hydroxy(di-2-thienyl)acetate (intermediate 5, 0.5 g, 0.001 mol), 1,9-dibromononane (2.9 mL, 0.01 mol) and triethylamine (0.44 mL, 0.003 mol) were mixed together under nitrogen atmosphere and stirred at 70° C. for 94 hours. The reaction mixture was evaporated and purified by column chromatography with silica gel, eluting with chloroform/methanol (from 100 to 4:1) to give the title compound as a brown oil (55%).

後処理

  1. customThe reaction mixture was evaporated
  2. custompurified by column chromatography with silica gel
  3. washeluting with chloroform/methanol (from 100 to 4:1)

出典と根拠

ORDレコード
ord-16a6ea96441a454c91d59a9fa8193083
出典データセット
uspto-grants-2016_04
特許番号
US09315463B2

反応ノート

読み込み中…