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Bromine → p-Nitrobenzyl 2-(4-bromo-2-azetidinon-1-yl)-2-(4-hydroxy-1,3-dithiolan-2-ylidene)acetate

HRID 980967
ノート
印刷プレビュー

反応式

HRID 980967 の反応式
[OH:1][CH:2]1[CH2:6][S:5][C:4](=[C:7]([N:21]2[CH:24](SC)[CH2:23][C:22]2=[O:27])[C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)=[O:9])[S:3]1.[Br:28]Br>O1CCCC1.C(Cl)(Cl)(Cl)Cl>[Br:28][CH:24]1[N:21]([C:7](=[C:4]2[S:3][CH:2]([OH:1])[CH2:6][S:5]2)[C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)=[O:9])[C:22](=[O:27])[CH2:23]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 24408BromineHCID 86741253p-Nitrobenzyl 2-(4-hydroxy-1,3-dithiolan-2-ylidene)-2-(4-methylthio-2-azetidinon-1-yl)acetate

生成物 1

HCID 53688010p-Nitrobenzyl 2-(4-bromo-2-azetidinon-1-yl)-2-(4-hydroxy-1,3-dithiolan-2-ylidene)acetate収率 99.8%

試薬・触媒・溶媒 2

HCID 5943Carbon Tetrachloride溶媒HCID 8028Tetrahydrofuran
溶媒

実験手順

p-Nitrobenzyl 2-(4-hydroxy-1,3-dithiolan-2-ylidene)-2-(4-methylthio-2-azetidinon-1-yl)acetate (121 mg) was dissolved in tetrahydrofuran (1 ml). A solution of bromine (45.2 mg) in carbon tetrachloride was added dropwise to the resulting solution, with ice cooling. The mixture was stirred at that temperature for 10 minutes and then the solvent was distilled off under reduced pressure and the resulting residue was purified by column chromatography (eluent: a 1:1 by volume mixture of benzene and ethyl acetate), to give 130 mg of the desired product.

後処理

  1. distillationthe solvent was distilled off under reduced pressure
  2. customthe resulting residue was purified by column chromatography (eluent
  3. additiona 1:1 by volume mixture of benzene and ethyl acetate),

出典と根拠

ORDレコード
ord-d83e03a6e9cd4fba955ff93dc999ff0c
出典データセット
uspto-grants-1987_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04639441

反応ノート

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