Diethyl Ether → HCID 14204106、化合物

HRID 1789544ノート

反応式

HRID 1789544 の反応式
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

参加物

5

反応物 2

HCID 3283Diethyl EtherHCID 150530136,6-Dichloro-2-(5-[(1,1-dimethylethyl)dimethylsiloxy]pent-1-yl)bicyclo[3.3.0]octan-7-one2 回

生成物 1

HCID 14204106HCID 14204106、化合物

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

反応条件

温度
70 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-7822be45e6a7487a81b1386880688f0e
出典データセット
uspto-grants-1987_08
特許番号
US04689345

反応ノート

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