Pyridine → HCID 10970327、化合物

HRID 1383630ノート

反応式

HRID 1383630 の反応式
[OH:1][CH2:2][C@@H:3]1[O:7][C:6](=[O:8])[CH:5]=[CH:4]1.N1C=CC=CC=1.[C:15]1([C:21](Cl)([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(O)C>[C:15]1([C:21]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[O:1][CH2:2][C@@H:3]2[O:7][C:6](=[O:8])[CH:5]=[CH:4]2)[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

参加物

5

反応物 3

HCID 1049PyridineHCID 6456Trityl chlorideHCID 27250005-(Hydroxymethyl)furan-2(5H)-one

生成物 1

HCID 10970327HCID 10970327、化合物収率 90.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

(R)-(+)-5-Hydroxymethyl-2 (5H)-furanone (1.94 g, 17.0 mmol) was dissolved in anhydrous pyridine (60 mol), triphenylmethyl chloride (14.3 g, 51.2 mmol) was added to the solution at room temperature, and the mixture was stirred for 6 hr. Ethanol was added to the reaction solution at 0° C., and the mixture was stirred for one hr. The reaction solution was concentrated under reduced pressure, and the concentrate was subjected to azeotropic distillation twice with toluene and purified by column chromatographic separation on silica gel (hexane:ethyl acetate=3:1 to 2:1) to give (R)-(+)-5-triphenylmethyloxymethyl-2 (5H)-furanone (5.47 g, 90%).

後処理

  1. stirringthe mixture was stirred for one hr
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. distillationthe concentrate was subjected to azeotropic distillation twice with toluene
  4. custompurified by column chromatographic separation on silica gel (hexane:ethyl acetate=3:1 to 2:1)

出典と根拠

ORDレコード
ord-3d9cef832c3547f9a6d63876fcffbf2f
出典データセット
uspto-grants-2001_07
特許番号
US06255339B1

反応ノート

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