3-Methyl-2-butanone → 2,3,3-Trimethyl-4-carboxy-3H-indole

HRID 61515

反応式

HRID 61515 の反応式
[NH:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7])N.[CH:12]([C:15]([CH3:17])=O)([CH3:14])[CH3:13]>C(O)C.S(=O)(=O)(O)O>[CH3:17][C:15]1[C:12]([CH3:14])([CH3:13])[C:4]2[C:3](=[CH:11][CH:10]=[CH:9][C:5]=2[C:6]([OH:8])=[O:7])[N:1]=1

参加物

5

反応物 2

HCID 112513-Methyl-2-butanoneHCID 27365213-Hydrazinobenzoic acid

生成物 1

HCID 665977182,3,3-Trimethyl-4-carboxy-3H-indole収率 81.4%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 1118Sulfuric Acid溶媒

実験手順

A solution of 3-hydrazinobenzoic acid (30.0 g, 197 mmol), isopropylmethylketone (31.7 mL, 296 mmol) in ethanol (500 mL) and sulfuric acid (5 mL) was heated under reflux in an oil bath for 20 h. After cooling to ambient temperature the solvent was evaporated off under reduced pressure to a small volume of ˜200 mL. Collected the solid with a filter funnel, washed with iPrOH (3×30 mL) and ethyl ether (3×30 mL) and dried. Further drying of the solid in an oven at 45° C. under high vacuum for 18 h provided 32.59 g (81.3%) of the product. (This is [0148]1.2)

後処理

  1. temperatureunder reflux in an oil bath for 20 h
  2. customwas evaporated off under reduced pressure to a small volume of ˜200 mL
  3. customCollected the solid with a filter funnel
  4. washwashed with iPrOH (3×30 mL) and ethyl ether (3×30 mL)
  5. customdried
  6. customFurther drying of the solid in an oven at 45° C. under high vacuum for 18 h

出典と根拠

ORDレコード
ord-284a73482a9b4cd98a41cec19e8ad20d
出典データセット
uspto-grants-2016_09
特許番号
US09441270B2

関連ノート

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