Nitric Acid → Ethyl 3-(4-nitrobenzyl)cyclobutanecarboxylate

HRID 1713857ノート

反応式

HRID 1713857 の反応式
[N+:1]([O-:4])(O)=[O:2].S(=O)(=O)(O)O.[CH2:10]([CH:17]1[CH2:20][CH:19]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:18]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(Cl)Cl>[N+](C1C=CC=CC=1)([O-])=O>[N+:1]([C:14]1[CH:15]=[CH:16][C:11]([CH2:10][CH:17]2[CH2:20][CH:19]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:18]2)=[CH:12][CH:13]=1)([O-:4])=[O:2]

参加物

6

反応物 4

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 6344DichloromethaneHCID 20313172Ethyl 3-benzylcyclobutanecarboxylate

生成物 1

HCID 59464076Ethyl 3-(4-nitrobenzyl)cyclobutanecarboxylate

試薬・触媒・溶媒 1

HCID 7416Nitrobenzene溶媒

実験手順

A mixture of concentrated nitric acid (0.5 mL) and concentrated sulphuric acid (0.8 mL) was added slowly with stirring to an ice-cooled solution of ethyl 3-benzylcyclobutanecarboxylate (German Patent DE 2626287) (876 mmol, 4.02 mmol) in nitrobenzene (2 mL). The reaction mixture was warmed to ambient temperature and stirred for 1.5 h then poured onto ice/water. DCM (5 mL) was added and the mixture was stirred before passing through a phase separation cartridge. Solvent was removed by evaporation to give the title compound that was used directly in the next step.

後処理

  1. additionwas added slowly
  2. additionthen poured onto ice/water
  3. stirringthe mixture was stirred
  4. custombefore passing through a phase separation cartridge
  5. customSolvent was removed by evaporation

出典と根拠

ORDレコード
ord-7fe7a60faf6743ef8546762ca605ea63
出典データセット
uspto-grants-2010_09
特許番号
US07795283B2

反応ノート

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