ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Water → ethyl 7-[N-(4-acetoxynonyl)methanesulfonamido]heptanoate

HRID 258600
ノート
印刷プレビュー

反応式

HRID 258600 の反応式
[H-].[Na+].[CH3:3][S:4]([NH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])(=[O:6])=[O:5].Cl[CH2:20][CH2:21][CH2:22][CH:23]([O:29][C:30](=[O:32])[CH3:31])[CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].O>C1C=CC=CC=1.CN(C)C=O>[C:30]([O:29][CH:23]([CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH2:22][CH2:21][CH2:20][N:7]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[S:4]([CH3:3])(=[O:6])=[O:5])(=[O:32])[CH3:31]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 12150839Ethyl 7-(methanesulfonamido)heptanoateHCID 131047161-Chloro-4-acetoxynonane

生成物 1

HCID 20327690ethyl 7-[N-(4-acetoxynonyl)methanesulfonamido]heptanoate

試薬・触媒・溶媒 2

HCID 241Benzene溶媒
HCID 6228
Dimethylformamide
溶媒

実験手順

Sodium hydride (0.715 g., 0.0298 mole) is suspended in benzene (30 ml.) and dimethylformamide (30 ml.). Ethyl 7-(methanesulfonamido)heptanoate (6.8 g., 0.0271 mole) (Example O, Step 1) is added and the suspension heated on the steam bath for 15 minutes. After cooling to room temperature, 1-chloro-4-acetoxynonane (6.55 g., 0.0298 mole) (Example A, Step 3) is added over 15 minutes and the resulting solution heated on the steam bath for 20 hours. Then the reaction is poured into water (300 ml.) and extracted with ethyl acetate (3× 100 ml.). The organic layer is washed with brine (2× 50 ml.), dried over sodium sulfate then concentrated in vacuo to an oil which is purified by chromatography on silica gel. The silica gel is eluted with 3% methanol in chloroform and evaporation of the appropriate fraction affords ethyl 7-[N-(4-acetoxynonyl)methanesulfonamido]heptanoate. The yield is 6.0 g. (51%).

後処理

  1. temperaturethe suspension heated on the steam bath for 15 minutes
  2. temperaturethe resulting solution heated on the steam bath for 20 hours
  3. extractionextracted with ethyl acetate (3× 100 ml.)
  4. washThe organic layer is washed with brine (2× 50 ml.)
  5. dry with materialdried over sodium sulfate
  6. concentrationthen concentrated in vacuo to an oil which
  7. customis purified by chromatography on silica gel
  8. washThe silica gel is eluted with 3% methanol in chloroform and evaporation of the appropriate fraction

出典と根拠

ORDレコード
ord-c7841865984b4f8d9922f3b38090cba8
出典データセット
uspto-grants-1977_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04033996

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート