Sodium Hydroxide → HCID 67284959、化合物

HRID 1618792ノート

反応式

HRID 1618792 の反応式
[CH3:1][C:2]1([CH3:23])[O:22][CH2:21][C:5]2([C:13]3[C:8](=[CH:9][C:10]([N:14]4[CH2:19][CH2:18][O:17][CH2:16][CH2:15]4)=[CH:11][CH:12]=3)[NH:7][C:6]2=O)[CH2:4][O:3]1.[H-].COCCO[Al+]OCCOC.[Na+].[H-].[OH-].[Na+]>C1(C)C=CC=CC=1>[CH3:1][C:2]1([CH3:23])[O:3][CH2:4][C:5]2([C:13]3[C:8](=[CH:9][C:10]([N:14]4[CH2:15][CH2:16][O:17][CH2:18][CH2:19]4)=[CH:11][CH:12]=3)[NH:7][CH2:6]2)[CH2:21][O:22]1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 21584525Sodium bis(2-methoxyethoxy)aluminiumhydrideHCID 67284582HCID 67284582、化合物

生成物 1

HCID 67284959HCID 67284959、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

To a solution of 2,2-dimethyl-6′-morpholinospiro[[1,3]dioxane-5,3′-indolin]-2′-one (0.11 g, 0.35 mmol) in toluene (14 mL) was added sodium bis(2-methoxyethoxy)aluminium hydride (60% in toluene, 0.53 mL, 1.74 mmol). After stirring at 80° C. for 40 min, the solution was poured into a mixture of ice and 2N NaOH. The product was extracted with DCM and the combined organic extracts were dried over MgSO4, filtered and evaporated in vacuo. Purification by column chromatography (eluting with a gradient of 5-60% EtOAc in hexanes) gave 2,2-dimethyl-6′-morpholinospiro[[1,3]dioxane-5,3′-indoline] as a white solid. Mass Spectrum (ESI) m/e=305.2 (M+1).

後処理

  1. extractionThe product was extracted with DCM
  2. dry with materialthe combined organic extracts were dried over MgSO4
  3. filtrationfiltered
  4. customevaporated in vacuo
  5. customPurification by column chromatography (
  6. washeluting with a gradient of 5-60% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-d26d51b5318647488b097138cc43d970
出典データセット
uspto-grants-2014_07
特許番号
US08765940B2

反応ノート

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