Triethylamine → HCID 54355511、化合物

HRID 582163ノート

反応式

HRID 582163 の反応式
[Br:1]Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:22]([N:41]1[C:45]([CH2:46][CH2:47][CH2:48]O)=[N:44][CH:43]=[N:42]1)([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C(N(CC)CC)C>ClCCl>[Br:1][CH2:48][CH2:47][CH2:46][C:45]1[N:41]([C:22]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:42]=[CH:43][N:44]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 24408BromineHCID 54148932HCID 54148932、化合物

生成物 1

HCID 54355511HCID 54355511、化合物収率 43.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

反応条件

温度
-5 °C

実験手順

A solution of bromine (5.6 g) in dichloromethane (15 ml) was added dropwise to a stirred solution of triphenylphosphine (9.2 g) in dichloromethane (100 ml) cooled to -5° C. The mixture was stirred for a further ten minutes at 0° C., then treated portionwise with a solution of the above alcohol (6.9 g) and triethylamine (4.9 ml) in dichloromethane (30 ml) again maintaining the temperature below 0° C. The solution was stirred for a further ten minutes, filtered through a bed of silica, then chromatographed on silica, using dichloromethane-ether (25:1) as eluant, to give 1-bromo-3(1-trityl-1,2,4-triazol-5-yl)propane (3.5 g, m.p. 146-149° C.). NMR (CDCl3):δ 1.8(2H,m), 2.15(2H,t), 3.2(2H,t), 7.1-7.3(15H,m), 7.9(1H,s). 13C NMR was used to confirm the position of the trityl substituent.

後処理

  1. temperatureagain maintaining the temperature below 0° C
  2. stirringThe solution was stirred for a further ten minutes
  3. filtrationfiltered through a bed of silica
  4. customchromatographed on silica

出典と根拠

ORDレコード
ord-82c69f00f64641a3acd826527125485d
出典データセット
uspto-grants-1999_07
特許番号
US05922644

反応ノート

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