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

Benzyl(methoxymethyl)((trimethylsilyl)methyl)amine → Benzyl (3RS,4SR)-1-benzyl-4-methylpyrrolidine-3-carboxylate

HRID 445992
ノート
印刷プレビュー

反応式

HRID 445992 の反応式
[C:1]([O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:5])/[CH:2]=[CH:3]/[CH3:4].CO[CH2:16][N:17]([CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH2:18][Si](C)(C)C>ClCCl.FC(F)(F)C(O)=O>[CH2:23]([N:17]1[CH2:16][CH:3]([CH3:4])[CH:2]([C:1]([O:6][CH2:7][C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)=[O:5])[CH2:18]1)[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 353442Benzyl(methoxymethyl)((trimethylsilyl)methyl)amineHCID 5356259Benzyl crotonate, (E)-

生成物 1

HCID 86678243Benzyl (3RS,4SR)-1-benzyl-4-methylpyrrolidine-3-carboxylate収率 105.9%

試薬・触媒・溶媒 2

HCID 6422Trifluoroacetic acid触媒HCID 6344Dichloromethane溶媒

実験手順

Benzyl (2E)-but-2-enoate obtained in Example 1e (20.5 g, 116 mmol) was dissolved in dichloromethane (5 ml), and the mixture was cooled in an ice bath with stirring. Trifluoroacetic acid (257 μl, 3.47 mmol) was added, and N-(methoxymethyl)-N-(trimethylsilylmethyl)benzylamine (33.1 g, 139 mmol) was added dropwise to the reaction liquid over 15 minutes so that the internal temperature did not exceed 62° C., while washing with dichloromethane (25 ml). The reaction liquid was left to stand until it reached mom temperature and was stirred for 15 hours. The reaction liquid was concentrated and purified by silica gel column chromatography (elution solvent: ethyl acetate/heptane) to give the title compound (38 g).

後処理

  1. temperaturethe mixture was cooled in an ice bath
  2. customdid not exceed 62° C.
  3. washwhile washing with dichloromethane (25 ml)
  4. customThe reaction liquid
  5. waitwas left
  6. stirringwas stirred for 15 hours
  7. customThe reaction liquid
  8. concentrationwas concentrated
  9. custompurified by silica gel column chromatography (elution solvent: ethyl acetate/heptane)

出典と根拠

ORDレコード
ord-da6d19fbe0344d7b839b55a9cac26898
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08476301B2

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