Tetrahydrofuran → 2-(1,3-Dioxo-2-(propionyloxy)-2,3-dihydro-1H-inden-2-yl)-5-isopropylphenyl propionate

HRID 527118ノート

反応式

HRID 527118 の反応式
[OH:1][C:2]1([C:13]2[CH:18]=[CH:17][C:16]([CH:19]([CH3:21])[CH3:20])=[CH:15][C:14]=2[OH:22])[C:10](=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:12].[C:23](Cl)(=[O:26])[CH2:24][CH3:25].C(N(CC)CC)C.[CH2:35]1C[O:38][CH2:37][CH2:36]1>>[C:23]([O:22][C:14]1[CH:15]=[C:16]([CH:19]([CH3:20])[CH3:21])[CH:17]=[CH:18][C:13]=1[C:2]1([O:1][C:37](=[O:38])[CH2:36][CH3:35])[C:10](=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:12])(=[O:26])[CH2:24][CH3:25]

参加物

5

反応物 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 30544341H-Indene-1,3(2H)-dione, 2-hydroxy-2-(2-hydroxy-4-(1-methylethyl)phenyl)-

生成物 1

HCID 714765352-(1,3-Dioxo-2-(propionyloxy)-2,3-dihydro-1H-inden-2-yl)-5-isopropylphenyl propionate収率 17%

実験手順

2-hydroxy-2-(2-hydroxy-4-isopropyl-phenyl)-indan-1,3-dione (1.00 g, 3.37 mmol) was completely dissolved in anhydrous THF (20 ml). This solution was added with propionyl chloride (0.62 g, 6.74 mmol), and triethylamine (0.41 g, 4.04 mmol), followed by heating 12 hrs under reflux. After the reaction mixture was concentrated, extracted with dichloromethane, and the organic layer was concentrated and purified using column chromatography (ethylacetate:hexane=1:4) to afford the title compound (White, 0.23 g, 17%).

後処理

  1. temperatureby heating 12 hrs
  2. temperatureunder reflux
  3. concentrationAfter the reaction mixture was concentrated
  4. extractionextracted with dichloromethane
  5. concentrationthe organic layer was concentrated
  6. custompurified

出典と根拠

ORDレコード
ord-b51e8fcbe0c645ea8dd6864228b308ab
出典データセット
uspto-grants-2016_05
特許番号
US09346749B2

反応ノート

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