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Hydrogen Bromide → HCID 178515935、化合物

HRID 384313
ノート
印刷プレビュー

反応式

HRID 384313 の反応式
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]2[NH:19][N:18]=[N:17][N:16]=2)[CH:10]=1.Br>C(O)(=O)C>[NH:19]1[C:15]([C:11]2[CH:10]=[C:9]([C:4]3[C:3]([OH:2])=[CH:8][CH:7]=[CH:6][CH:5]=3)[CH:14]=[CH:13][CH:12]=2)=[N:16][N:17]=[N:18]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 260Hydrogen BromideHCID 178489286HCID 178489286、化合物

生成物 1

HCID 178515935HCID 178515935、化合物収率 82.8%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

5-(2′-Methoxy-biphenyl-3-yl)-1H-tetrazole 8c (15.5 g, 61.5 mol) was dissolved in 195 mL of acetic acid followed by addition of 195 mL of hydrobromic acid under argon atmosphere. The reaction mixture was heated to reflux for 5 hours. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was cooled to room temperature overnight. The mixture was filtered and the filter cake was dissolved in 500 mL of ethyl acetate. The mixture was washed with water (500 mL×2), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was recrystallized from 100 mL of ethyl acetate to obtain the title compound 3′-(1H-tetrazol-5-yl)-biphenyl-2-ol 8d (12 g, yield 82.8%) as a white solid.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 5 hours
  3. filtrationThe mixture was filtered
  4. dissolutionthe filter cake was dissolved in 500 mL of ethyl acetate
  5. washThe mixture was washed with water (500 mL×2)
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was recrystallized from 100 mL of ethyl acetate

出典と根拠

ORDレコード
ord-3ec8910c2d3b43c2abc5ce6e02e37613
出典データセット
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08367710B2

反応ノート

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