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1,8-Diazabicyclo(5.4.0)undec-7-ene → tert-Butyl [1-(azidomethyl)cyclopropyl]carbamate

HRID 539970
ノート
印刷プレビュー

反応式

HRID 539970 の反応式
O[CH2:2][C:3]1([NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10])[CH2:5][CH2:4]1.N12CCCN=C1CCCCC2.C1(P([N:39]=[N+:40]=[N-:41])(C2C=CC=CC=2)=O)C=CC=CC=1>CN(C)C=O.O>[N:39]([CH2:2][C:3]1([NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10])[CH2:5][CH2:4]1)=[N+:40]=[N-:41]
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

6

反応物 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene2 回HCID 199401P,P-Diphenylphosphinic azide2 回HCID 11286907tert-butyl N-(1-(hydroxymethyl)cyclopropyl)carbamate

生成物 1

HCID 11816683tert-Butyl [1-(azidomethyl)cyclopropyl]carbamate

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 6228
Dimethylformamide
溶媒

反応条件

温度
80 °C

実験手順

To a solution of tert-butyl [1-(hydroxymethyl)cyclopropyl]carbamate (1 g, 5.3 mmol) in N,N-dimethylformamide (20 mL) was added 1,8-diazabicyclo[5.4.0]undec-7-ene (1.22 g, 8.0 mmol) and diphenylphosphoryl azide (2.33 g, 8.00 mmol). After the mixture was stirred at 80° C. for 3 hours, another batch of 1,8-diazabicyclo[5.4.0]undec-7-ene (1.22 g, 8.0 mmol) and diphenylphosphoryl azide (2.33 g, 8.00 mmol) was introduced and the mixture was stirred at 80° C. for another 2 hours. The resulting mixture was then diluted with water (20 mL) and extracted with ethyl acetate (30 mL×2). The combined organic layers were used for next step directly.

後処理

  1. stirringthe mixture was stirred at 80° C. for another 2 hours
  2. extractionextracted with ethyl acetate (30 mL×2)

出典と根拠

ORDレコード
ord-8c8a5ddffcac4bceab1ee2714fd6a53d
出典データセット
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08871756B2

反応ノート

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