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Potassium bisulfate → HCID 88414407、化合物

HRID 1963087
ノート
印刷プレビュー

反応式

HRID 1963087 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[N:20]3[N:21]=[CH:22][C:23]([C:25](=[O:30])N(OC)C)=[CH:24][C:19]3=[C:18]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[C:17]=2[CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[C:40]([F:44])[C:39]=2[CH3:45])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H-].C(O[Al](OC(C)(C)C)OC(C)(C)C)(C)(C)C.[Li+].S([O-])(O)(=O)=O.[K+]>C1COCC1>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14]([C:16]2[N:20]3[N:21]=[CH:22][C:23]([CH:25]=[O:30])=[CH:24][C:19]3=[C:18]([C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)[C:17]=2[CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[C:40]([F:44])[C:39]=2[CH3:45])=[O:15])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 516920Potassium bisulfateHCID 16710494Lithium tri-tert-butoxyaluminohydrideHCID 88414359HCID 88414359、化合物

生成物 1

HCID 88414407HCID 88414407、化合物収率 40.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
2.5 °C

実験手順

To a solution of the compound of step 1 (0.990 g, 1.61 mmol) in 11 ml of anhydrous THF, cooled to 0° C. under an atmosphere of nitrogen, was added a 1 M solution of lithium tri-tert-butoxy-aluminium hydride in THF. The mixture was stirred at 0-5° C. for 3.5 h. Then a 0.5 M aqueous solution of potassium hydrogensulfate (20 ml) was added, the mixture was vigorously stirred for 1 min and then extracted twice with EA (30 ml). The combined organic phases were washed with a saturated solution of sodium hydrogencarbonate (20 ml) and brine (40 ml), dried over magnesium sulfate and evaporated to dryness. The residue was purified by chromatography on silica gel (cyclohexane/EA, 70:30, then 65:35) to give 0.363 g of the title compound as a yellow solid melting at 208-209° C.

後処理

  1. stirringthe mixture was vigorously stirred for 1 min
  2. extractionextracted twice with EA (30 ml)
  3. washThe combined organic phases were washed with a saturated solution of sodium hydrogencarbonate (20 ml) and brine (40 ml)
  4. dry with materialdried over magnesium sulfate
  5. customevaporated to dryness
  6. customThe residue was purified by chromatography on silica gel (cyclohexane/EA, 70:30

出典と根拠

ORDレコード
ord-e8daa694b31449dfa071731370f81afd
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08415336B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート