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

Dimethyl Sulfoxide → 4,6-Di-t-butyl-2-formyl-2-methyl-5-trimethylsilyloxy-2,3-dihydrobenzofuran

HRID 367300
ノート
印刷プレビュー

反応式

HRID 367300 の反応式
CS(C)=O.C(Cl)(=O)C(Cl)=O.[C:11]([C:15]1[C:20]2[CH2:21][C:22]([CH2:25][OH:26])([CH3:24])[O:23][C:19]=2[CH:18]=[C:17]([C:27]([CH3:30])([CH3:29])[CH3:28])[C:16]=1[O:31][Si:32]([CH3:35])([CH3:34])[CH3:33])([CH3:14])([CH3:13])[CH3:12].C(N(CC)CC)C>ClCCl.O>[C:11]([C:15]1[C:20]2[CH2:21][C:22]([CH:25]=[O:26])([CH3:24])[O:23][C:19]=2[CH:18]=[C:17]([C:27]([CH3:29])([CH3:28])[CH3:30])[C:16]=1[O:31][Si:32]([CH3:35])([CH3:34])[CH3:33])([CH3:12])([CH3:13])[CH3:14]
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 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 232880414,6-Di-t-butyl-2-hydroxymethyl-2-methyl-5-trimethylsilyloxy-2,3-dihydrobenzofuran

生成物 1

HCID 232880364,6-Di-t-butyl-2-formyl-2-methyl-5-trimethylsilyloxy-2,3-dihydrobenzofuran

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 0.43 ml of dimethyl sulfoxide in 12 ml of dichloromethane cooled to -78° C. under nitrogen was added dropwise 0.26 ml of oxalyl chloride. After 15 minutes, a solution of 4,6-di-t-butyl-2-hydroxymethyl-2-methyl-5-trimethylsilyloxy-2,3-dihydrobenzofuran in 5 ml of dichloromethane was added dropwise. After further 15 minutes, 1.91 ml of triethylamine was added dropwise and then the mixture was slowly warmed to room temperature. After one hour, the reaction solution was poured into water and extracted with dichloromethane, and the combined organic layers were washed with saturated brine, dried over anhydrous magnesium sulfate, and then concentrated. The residue was purified on a short column of silica gel eluting with n-hexane containing 9% ethyl acetate to give 1.04 g of 4,6-di-t-butyl-2-formyl-2-methyl-5-trimethylsilyloxy-2,3-dihydrobenzofuran containing impurities.

後処理

  1. waitAfter further 15 minutes
  2. waitAfter one hour
  3. extractionextracted with dichloromethane
  4. washthe combined organic layers were washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified on a short column of silica gel eluting with n-hexane containing 9% ethyl acetate

出典と根拠

ORDレコード
ord-f7ae5977dd42433b9bb036c7395e839c
出典データセット
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06133279

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