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

Sodium Chloride → trans-3,3-Dimethyl-2-acetyl-cyclopropanecarbaldehyde

HRID 904802
ノート
印刷プレビュー

反応式

HRID 904802 の反応式
C(O)(C)(C)C.[Li].[CH3:7][C:8]1([CH3:17])[C@@H:10]([C:11](Cl)=[O:12])[C@@H:9]1[C:14](=[O:16])[CH3:15].[Cl-].[Na+]>O1CCCC1>[CH3:7][C:8]1([CH3:17])[C@@H:10]([CH:11]=[O:12])[C@@H:9]1[C:14](=[O:16])[CH3:15]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 5234Sodium ChlorideHCID 6386tert-ButanolHCID 3028194LithiumHCID 54262972trans-3,3-Dimethyl-2-acetyl-cyclopropanecarboxylic acid chloride

生成物 1

HCID 53675424trans-3,3-Dimethyl-2-acetyl-cyclopropanecarbaldehyde収率 62%

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒
2 回

実験手順

36.6 g (0.495 mol) of tert.-butanol were added dropwise to a mixture of 6.3 g (0.165 mol) of lithium alanate and 100 ml of tetrahydrofuran at 20°-30° C. in the course of 1 hour. The mixture was subsequently stirred at room temperature for 2 hours and was then added dropwise to a solution of 26.1 g (0.15 mol) of trans-3,3-dimethyl-2-acetyl-cyclopropane-carboxylic acid chloride in 75 ml of tetrahydrofuran at -50° to -60° C. When the addition had ended, the mixture was subsequently stirred for 1 hour, without cooling, poured onto a mixture of 30 ml of concentrated sodium chloride and 300 g of ice and extracted twice by shaking with 400 ml of ether each time. The organic phases were first washed with 50 ml of saturated sodium bicarbonate solution and then with 100 ml of water, dried over sodium sulphate and evaporated in vacuo. Distillation of the residue in vacuo gave 12.7 g (62% of theory) of trans-3,3-dimethyl-2-acetyl-cyclopropane-carbaldehyde in the form of a colorless oil with a boiling point of 80°-86° C./10 mbars.

後処理

  1. additionWhen the addition
  2. stirringthe mixture was subsequently stirred for 1 hour
  3. temperaturewithout cooling
  4. extractionextracted twice
  5. stirringby shaking with 400 ml of ether each time
  6. washThe organic phases were first washed with 50 ml of saturated sodium bicarbonate solution
  7. dry with materialwith 100 ml of water, dried over sodium sulphate
  8. customevaporated in vacuo
  9. distillationDistillation of the residue in vacuo

出典と根拠

ORDレコード
ord-48c9bf44a4c1472f9cadf98130682c8d
出典データセット
uspto-grants-1983_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04420435

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