Carbon tetrabromide → 5-(Bromomethyl)-1,3-diphenyl-1H-1,2,4-triazole

HRID 1621151ノート

反応式

HRID 1621151 の反応式
[C:1]1([N:7]2[C:11]([CH2:12]O)=[N:10][C:9]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:40]>ClCCl>[Br:40][CH2:12][C:11]1[N:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:8]=[C:9]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:10]=1

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 132241301,3-Diphenyl-1H-1,2,4-triazole-5-methanol

生成物 1

HCID 866774905-(Bromomethyl)-1,3-diphenyl-1H-1,2,4-triazole収率 193.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a suspension of (1,3-diphenyl-1H-1,2,4-triazol-5-yl)methanol (350 mg, 1.39 mmol) and triphenylphosphine polymer bound (679 mg, 2.02 mmol) in dichloromethane (6 mL) was added at 0-5° C. carbon tetrabromide (670 mg, 2.02 mmol). The ice bath was removed and the mixture was stirred at RT for 18 h. The suspension was filtered, washed with dichloromethane and evaporated to give 844 mg of yellow oil. The product was obtained after purification by flash chromatography (using silica gel and an ethyl acetate/heptane gradient) as colorless solid (267 mg, 850 μmol, 61.0%).

後処理

  1. customThe ice bath was removed
  2. filtrationThe suspension was filtered
  3. washwashed with dichloromethane
  4. customevaporated

出典と根拠

ORDレコード
ord-75e2a941be7c471d9a3bbe7981e190b1
出典データセット
uspto-grants-2014_07
特許番号
US08772510B2

反応ノート

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