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

Chloroform → 2-(Bromomethyl)-2,3-dihydro-1-benzofuran

HRID 482557
ノート
印刷プレビュー

反応式

HRID 482557 の反応式
C([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][CH:12](Br)[CH2:13][Br:14])(=O)C.[O-]CC.[Na+].C(Cl)(Cl)Cl>C(O)C>[Br:14][CH2:13][CH:12]1[O:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[CH2:11]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6212ChloroformHCID 2723922Sodium ethoxideHCID 19063195Phenol, 2-(2,3-dibromopropyl)-, 1-acetate

生成物 1

HCID 1406372-(Bromomethyl)-2,3-dihydro-1-benzofuran収率 66%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

反応条件

温度
0 °C

実験手順

340 mg (1.0 mmol) of compound 001B, which had been prepared in Step B, was dissolved in 3 ml of ethanol, followed by cooling to 0° C. To the resultant solution was dropwise added 1.2 ml (1.2 mmol) of a 1N solution of sodium ethoxide in ethanol and then, the resultant mixture was stirred at 0° C. for 2 hours to effect a reaction. To the resultant reaction mixture was added 20 ml of chloroform to obtain a mixture. The obtained mixture was successively washed with 20 ml of a 10% aqueous citric acid solution, 20 ml of water and 20 ml of saturated saline, to thereby form a chloroform layer containing the desired compound 001C, followed by separation of the chloroform layer. The chloroform layer thus separated was dehydrated by means of a Whatman 1PS filter paper and then, concentrated in vacuo to thereby obtain a residue. The obtained residue was purified by silica gel column chromatography. That is, the residue was applied to a column of 10 g of silica gel (Art. 9385, manufactured and sold by E. Merck, Darmstadt, Germany) and eluted with a mixed solvent of hexane-ethyl acetate (30:1), to thereby obtain 140 mg of compound 001C as a transparent oily substance (yield: 66%).

後処理

  1. customa reaction
  2. customTo the resultant reaction mixture
  3. customto obtain a mixture
  4. washThe obtained mixture was successively washed with 20 ml of a 10% aqueous citric acid solution, 20 ml of water and 20 ml of saturated saline
  5. customto thereby form a chloroform layer
  6. customfollowed by separation of the chloroform layer
  7. customThe chloroform layer thus separated
  8. filtrationfilter paper
  9. concentrationconcentrated in vacuo
  10. customto thereby obtain a residue
  11. customThe obtained residue was purified by silica gel column chromatography
  12. washeluted with a mixed solvent of hexane-ethyl acetate (30:1)

出典と根拠

ORDレコード
ord-0258ba4bfc3549c88df9a5815eb74710
出典データセット
uspto-grants-1998_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05798382

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート