Pyridine → HCID 10970327, 화합물

HRID 1383630노트

반응식

HRID 1383630 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 10970327HCID 10970327, 화합물수율 90.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

(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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-3d9cef832c3547f9a6d63876fcffbf2f
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06255339B1

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