Pyridine → HCID 86736632、化合物

HRID 1862814ノート

反応式

HRID 1862814 の反応式
[OH:1][CH2:2][C@@H:3]1[C@@H:8]([CH2:9][OH:10])[CH:7]2[CH2:11][CH:4]1[CH2:5][CH2:6]2.N1C=CC=CC=1.[C:18]1([CH3:28])[CH:23]=[CH:22][C:21]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][CH:19]=1>O>[S:24]([C:21]1[CH:22]=[CH:23][C:18]([CH3:28])=[CH:19][CH:20]=1)([OH:1])(=[O:26])=[O:25].[S:24]([C:21]1[CH:22]=[CH:23][C:18]([CH3:28])=[CH:19][CH:20]=1)([OH:1])(=[O:26])=[O:25].[OH:1][CH2:2][C@@H:3]1[C@@H:8]([CH2:9][OH:10])[CH:7]2[CH2:11][CH:4]1[CH2:5][CH2:6]2

参加物

5

反応物 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 57246542HCID 57246542、化合物

生成物 1

HCID 86736632HCID 86736632、化合物収率 223.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

In a 200 ml round bottom flask capped with a CaCl2 drying tube was placed 7.2 g (0.0461 moles) of (2S,3S)-2,3-bis(hydroxymethyl)bicyclo[2.2.1]heptane (m.p. 58° C.) together with 45 ml of pyridine and 18.4 g (0.096 moles) of p-toluenesulfonyl chloride. The mixture was cooled in an ice bath and stirred for 3 hours and then diluted with 10 ml of H2O. The precipitate which formed was filtered and washed to remove pyridine. The solid was recrystallized from ethanol to give 17.2 g (92%) of fine white needles, m.p. 100-101° C., αD =+32.2° C.

後処理

  1. customIn a 200 ml round bottom flask capped with a CaCl2 drying tube
  2. temperatureThe mixture was cooled in an ice bath
  3. customThe precipitate which formed
  4. filtrationwas filtered
  5. washwashed
  6. customto remove pyridine
  7. customThe solid was recrystallized from ethanol

出典と根拠

ORDレコード
ord-622d31c5d6f944acab13419af98f22fa
出典データセット
uspto-grants-1979_09
特許番号
US04166824

反応ノート

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