Hydrochloric Acid → 2,2-Bis(6-benzyloxyhexyl)ethanol

HRID 1289406ノート

反応式

HRID 1289406 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH:21]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][O:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:22](OCC)=[O:23])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.Cl>C(OCC)C>[CH2:7]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH:21]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][O:33][CH2:34][C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)[CH2:22][OH:23])[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 18920832Ethyl 2,2-bis(6-benzyloxyhexyl)acetateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 189208622,2-Bis(6-benzyloxyhexyl)ethanol収率 96%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

First, 0.44 g of lithium aluminium hydride and 50 ml of diethyl ether were placed in a 100 ml flask. Then, 5.4 g of ethyl 2,2-bis(6-benzyloxyhexyl)acetate obtained in Example 2-(d) was added dropwise to the reaction mixture under ice water cooling. The reaction mixture was stirred for 1 hour at room temperature and for 1 hour under reflux. The reaction mixture was poured into cold diluted hydrochloric acid. An ether layer was washed with water and dried over anhydrous sodium sulfate. Thereafter, the solvent was distilled away. The residue was purified by silica gel column chromatography (eluent: toluene/ethyl acetate=4/1) to obtain 4.7 g of 2,2-bis(6-benzyloxyhexyl)ethanol (Y: 96%). The compound thus obtained had a purity of 97.1% by GC.

後処理

  1. temperatureunder reflux
  2. washAn ether layer was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThereafter, the solvent was distilled away
  5. customThe residue was purified by silica gel column chromatography (eluent: toluene/ethyl acetate=4/1)

出典と根拠

ORDレコード
ord-965c97fc7d054c17bad12ceeae3e9489
出典データセット
uspto-grants-1998_05
特許番号
US05750213

反応ノート

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