Trichloroacetyl chloride → HCID 13924057, 화합물

HRID 569223노트

반응식

HRID 569223 반응식
[Cl:1][C:2]([Cl:7])(Cl)[C:3](Cl)=[O:4].P(Cl)(Cl)(Cl)=O.[CH2:13]([O:15][CH:16]([CH2:26][CH3:27])[CH2:17][CH2:18][CH2:19][CH2:20][CH:21]1[CH2:25][CH2:24][CH:23]=[CH:22]1)[CH3:14].C(=O)(O)[O-].[Na+]>CCOCC.[Zn].[Cu]>[Cl:1][C:2]1([Cl:7])[CH:24]2[CH:25]([CH:21]([CH2:20][CH2:19][CH2:18][CH2:17][CH:16]([O:15][CH2:13][CH3:14])[CH2:26][CH3:27])[CH2:22][CH2:23]2)[C:3]1=[O:4]

참가 물질

7

반응물 4

HCID 6420Trichloroacetyl chlorideHCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 13924082HCID 13924082, 화합물

생성물 1

HCID 13924057HCID 13924057, 화합물

시약·촉매·용매 2

HCID 10290809Zinc copper couple촉매HCID 3283Diethyl Ether용매2회

실험 절차

A solution containing trichloroacetyl chloride (187 g, 1.03 moles) and phosphorous oxychloride (158 g, 1.03 moles), both dissolved in 500 ml ether (1700 ml) is added dropwise to a reaction vessel containing zinc/copper couple (75 g, 1.15 moles), 3-(5-ethoxyheptyl)cyclopentene (170 g, 0.573 moles), and ether (1700 ml). After the addition is complete the reaction is refluxed for 4 hours. The reaction vessel is cooled to room temperature and the mixture neutralized by adding it to a saturated solution of sodium bicarbonate. The solution is filtered, the phases separated, and the aqueous layer is extracted with ether. The organic phases are combined and dried over anhydrous sodium sulfate. The solvent is removed under vacuum leaving a clear yellow oil. The crude product is fractionally distilled under vacuum leaving the product as a clear, colorless oil of 7,7-dichloro-4-(5-ethoxyheptyl)bicyclo [3.2.0]heptan 6-one, BP 145° C./0.3 mm.

후처리

  1. additionis added dropwise to a reaction vessel
  2. additionAfter the addition
  3. temperatureis refluxed for 4 hours
  4. filtrationThe solution is filtered
  5. customthe phases separated
  6. extractionthe aqueous layer is extracted with ether
  7. dry with materialdried over anhydrous sodium sulfate
  8. customThe solvent is removed under vacuum
  9. customleaving a clear yellow oil
  10. distillationThe crude product is fractionally distilled under vacuum

출처 및 근거

ORD 기록
ord-da5f1477e5fc4e5984fd3e6494f2e109
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04731458

반응 노트

불러오는 중…