Phosphorus pentachloride → 5-Chloro-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-one

HRID 41661노트

반응식

HRID 41661 반응식
[CH:1]12[O:10][CH:7]([CH2:8][CH2:9]1)[CH:6]1[CH:2]2[C:3](=[O:12])[CH2:4][C:5]1=O.P(Cl)(Cl)(Cl)(Cl)[Cl:14]>C(Cl)(Cl)Cl>[Cl:14][C:5]1[CH:6]2[CH:2]([CH:1]3[O:10][CH:7]2[CH2:8][CH2:9]3)[C:3](=[O:12])[CH:4]=1

참가 물질

4

반응물 2

HCID 24819Phosphorus pentachlorideHCID 5935195110-Oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione

생성물 1

HCID 685678445-Chloro-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-one수율 139.7%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of 10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione (1.66 g, 10 mmol) in chloroform (20 ml) is added PCl5 (1.04 g, 5 mmol) in one portion. The reaction mixture is stirred and heated at reflux for 5 hours. The reaction mixture is evaporated to dryness. The crude product is purified by flash chromatography to give 5-chloro-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-one (1.29 g).

후처리

  1. temperatureheated
  2. temperatureat reflux for 5 hours
  3. customThe reaction mixture is evaporated to dryness
  4. customThe crude product is purified by flash chromatography

출처 및 근거

ORD 기록
ord-a812e3a354464c569e44407299b94839
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530667B2

반응 노트

불러오는 중…