Diethyl Ether → (E)-11(methoxyethoxymethoxy)-2-undecen-1-ol

HRID 1741985ノート

反応式

HRID 1741985 の反応式
[H-].C([Al+]CC(C)C)C(C)C.[CH3:11][O:12][CH2:13][CH2:14][O:15][CH2:16][O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]/[CH:26]=[CH:27]/[C:28](OCC)=[O:29].CO.O.CCOCC>C1COCC1>[CH3:11][O:12][CH2:13][CH2:14][O:15][CH2:16][O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]/[CH:26]=[CH:27]/[CH2:28][OH:29]

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 21225700Diisobutylaluminumhydride2 回HCID 22242641Methanol--water (1/1)HCID 131718635Ethyl (E)-11-(methoxyethoxymethoxy)-2-undecenoate

生成物 1

HCID 19009407(E)-11(methoxyethoxymethoxy)-2-undecen-1-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

2 mmol of diisobutylaluminum hydride (DIBAH) (1.2 molar solution in toluene) are added with exclusion of moisture to a solution of 1 mmol of 3 in 20 ml of THF (abs.) at such a rate that the temperature does not exceed 40° C. The mixture is stirred at room temperature for 2 hours. Excess DIBAH is carefully hydrolyzed by means of methanol/H2O, the mixture is stirred for 20 minutes, and ether is added. The precipitate is filtered off with suction and washed several times with ether. The solution is dried over MgSO4, and the solvent is removed in vacuo. The product is purified by flash chromatography (PE/CH2Cl2)

後処理

  1. customdoes not exceed 40° C
  2. stirringthe mixture is stirred for 20 minutes
  3. filtrationThe precipitate is filtered off with suction
  4. washwashed several times with ether
  5. dry with materialThe solution is dried over MgSO4
  6. customthe solvent is removed in vacuo
  7. customThe product is purified by flash chromatography (PE/CH2Cl2)

出典と根拠

ORDレコード
ord-bc32d335e529471f92fb77265f3239cc
出典データセット
uspto-grants-1994_08
特許番号
US05336436

反応ノート

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