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Chlorobenzene → 1-(2-Bromomethyl-3-difluoromethoxyphenyl)-4-methyl-1,4-dihydrotetrazol-5-one

HRID 628489
ノート
印刷プレビュー

反応式

HRID 628489 の反応式
[CH3:1][C:2]1[C:7]([O:8][CH:9]([F:11])[F:10])=[CH:6][CH:5]=[CH:4][C:3]=1[N:12]1[C:16](=[O:17])[N:15]([CH3:18])[N:14]=[N:13]1.N(C1(C#N)CCCCC1)=NC1(C#N)CCCCC1.[Br:37]N1C(=O)CCC1=O.ClC1C=CC=CC=1>O>[Br:37][CH2:1][C:2]1[C:7]([O:8][CH:9]([F:10])[F:11])=[CH:6][CH:5]=[CH:4][C:3]=1[N:12]1[C:16](=[O:17])[N:15]([CH3:18])[N:14]=[N:13]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 7964ChlorobenzeneHCID 67184N-bromobutanimideHCID 749781,1'-Azobis(cyclohexanecarbonitrile)HCID 898759001-(2-Methyl-3-difluoromethoxyphenyl)-4-methyl-1,4-dihydrotetrazol-5-one

生成物 1

HCID 898812151-(2-Bromomethyl-3-difluoromethoxyphenyl)-4-methyl-1,4-dihydrotetrazol-5-one収率 84.1%

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

実験手順

To a mixture of 1-(2-methyl-3-difluoromethoxyphenyl)-4-methyl-1,4-dihydrotetrazole-5-one (described in Reference Preparation example 2) 1.0 g, 1,1′-azobis(cyclohexane-1-carbonitrile) 0.19 g, N-bromosuccinimide 0.80 g and chlorobenzene 50 ml was stirred with heating under reflux for eight hours. After cooling the mixture, to the reaction solutions was added water and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated saline, and was dried over anhydrous magnesium sulfate and was then concentrated under reduced pressure. The resulting residue was subjected to a silica gel column chromatography to give 1-(2-bromomethyl-3-difluoromethoxyphenyl)-4-methyl-1,4-dihydrotetrazole-5-one 1.1 g.

後処理

  1. temperaturewith heating
  2. temperatureunder reflux for eight hours
  3. temperatureAfter cooling the mixture
  4. extractionthe resulting mixture was extracted with ethyl acetate
  5. washThe organic layer was washed with water and saturated saline
  6. dry with materialwas dried over anhydrous magnesium sulfate
  7. concentrationwas then concentrated under reduced pressure

出典と根拠

ORDレコード
ord-26a0a192357e4705a25d68bf9d82fca8
出典データセット
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09314023B2

反応ノート

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