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

N,N,N',N'-Tetramethylazodicarboxamide → 2-[2-(2-Benzyloxyethoxy)ethoxy]benzonitrile

HRID 1162909
ノート
印刷プレビュー

反応式

HRID 1162909 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH:10]1[CH:15]=[CH:14][C:13]([CH2:16][O:17][CH2:18][CH2:19][O:20][CH2:21][CH2:22]O)=[CH:12][CH:11]=1.N(C(N(C)C)=O)=NC(N(C)C)=O.C(P(CCCC)CCCC)CCC>C1(C)C=CC=CC=1>[CH2:16]([O:17][CH2:18][CH2:19][O:20][CH2:21][CH2:22][O:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5])[C:13]1[CH:14]=[CH:15][CH:10]=[CH:11][CH:12]=1
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 4278N,N,N',N'-TetramethylazodicarboxamideHCID 119072-HydroxybenzonitrileHCID 13831TributylphosphineHCID 2297222-[2-(Benzyloxy)ethoxy]ethan-1-ol

生成物 1

HCID 575580772-[2-(2-Benzyloxyethoxy)ethoxy]benzonitrile収率 71%

試薬・触媒・溶媒 1

HCID 1140
Toluene
溶媒

実験手順

2-Hydroxybenzonitrile (300 mg, 2.52 mmol), di(ethylene glycol) benzyl ether (593 mg, 3.02 mmol), and 1,1′-azobis(N,N-dimethylformamide) (867 mg, 5.04 mmol) were dissolved in toluene (15 ml). Thereafter, tri-n-butylphosphine (1.26 ml, 5.04 mmol) was added at 20° C. to the obtained solution, and the obtained mixture was stirred at the same above temperature for 2 hours. The generated precipitate was filtrated, and the filtrate was then diluted with ethyl acetate (20 ml). The ethyl acetate solution was washed with water twice, and then with a saturated saline solution once. The resultant was dried over anhydrous sodium sulfate, and was then concentrated under reduced pressure. The obtained pale brown oil product was purified by silica gel column chromatography (dichloromethane), so as to obtain 2-[2-(2-benzyloxyethoxy)ethoxy]benzonitrile (529 mg, 71%) in the form of a colorless oil product.

後処理

  1. filtrationThe generated precipitate was filtrated
  2. additionthe filtrate was then diluted with ethyl acetate (20 ml)
  3. washThe ethyl acetate solution was washed with water twice
  4. dry with materialThe resultant was dried over anhydrous sodium sulfate
  5. concentrationwas then concentrated under reduced pressure
  6. customThe obtained pale brown oil product was purified by silica gel column chromatography (dichloromethane)

出典と根拠

ORDレコード
ord-2f61d2458c2e40978e99b1bfd18fbc5a
出典データセット
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07820693B2

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