Diethyl Ether → HCID 14204106, 화합물

HRID 1789544노트

반응식

HRID 1789544 반응식
Cl[C:2]1(Cl)[C:9](=[O:10])[CH2:8][CH:7]2[CH:3]1[CH2:4][CH2:5][CH:6]2[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][O:16][Si](C(C)(C)C)(C)C.CCOCC>C(O)(=O)C.[Zn]>[OH:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH:6]1[CH2:5][CH2:4][CH:3]2[CH:7]1[CH2:8][C:9](=[O:10])[CH2:2]2

참가 물질

5

반응물 2

HCID 3283Diethyl EtherHCID 150530136,6-Dichloro-2-(5-[(1,1-dimethylethyl)dimethylsiloxy]pent-1-yl)bicyclo[3.3.0]octan-7-one2회

생성물 1

HCID 14204106HCID 14204106, 화합물

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매

반응 조건

온도
70 °C

실험 절차

The starting material, 6,6-dichloro-2-(5-[(1,1-dimethylethyl)dimethylsiloxy]pent-1-yl)bicyclo[3.3.0]octan-7-one {1,1-dichloro-4-[5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]pentyl]hexahydro-2(1H)-pentalenone}(12.1 g, 0.30 moles) is dissolved in glacial acetic acid (85 ml) and the solution is stirred while zinc (25 g) is slowly added. The reaction is heated at 70° C. for 1 hour, after which time ether (100 ml) is added and the solution filtered. The filtrate is washed with brine and then neutralized with saturated sodium bicarbonate. The ether layer is separated and dried over anhydrous sodium sulfate. The solvent is removed under vacuum leaving a clear yellow oil. The crude product is chromatographed on silica gel and subsequently kugelrohred under vacuum leaving a clear, colorless oil (0.72 g, 3.4 mmoles).

후처리

  1. additionis slowly added
  2. filtrationthe solution filtered
  3. washThe filtrate is washed with brine
  4. customThe ether layer is separated
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent is removed under vacuum
  7. customleaving a clear yellow oil
  8. customThe crude product is chromatographed on silica gel

출처 및 근거

ORD 기록
ord-7822be45e6a7487a81b1386880688f0e
출처 데이터셋
uspto-grants-1987_08
특허 번호
US04689345

반응 노트

불러오는 중…