Water → 1H-Indole, 6-methyl-

HRID 1798022

反応式

HRID 1798022 の反応式
[C:1]([CH:3]([C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][C:15]=1[N+:21]([O-])=O)C(OCC1C=CC=CC=1)=O)#N.O>[Pd].C(O)C>[CH3:20][C:17]1[CH:16]=[C:15]2[C:14]([CH:3]=[CH:1][NH:21]2)=[CH:19][CH:18]=1

参加物

5

反応物 2

HCID 962WaterHCID 10935797Benzyl 2-cyano-2-(2-nitro-4-methylphenyl)ethanoate

生成物 1

HCID 1379281H-Indole, 6-methyl-収率 74%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

a mixture of benzyl 2-cyano-2-(2-nitro-4-methylphenyl)ethanoate (13 mmol), 5% palladium (0.84 g), water (4 mL) and ethanol (40 mL) is hydrogenated under 50 psi for 18 hours at 25° C. The catalyst is eliminated by filtration on celite and the solid is washed with ethanol. The filtrate obtained is evaporated under vacuum and the residue is purified by chromatography on silica gel (eluent: CH2Cl2/pentane, 2/1) in order to produce 6-methylindole with a yield of 74%.

後処理

  1. filtrationThe catalyst is eliminated by filtration on celite
  2. washthe solid is washed with ethanol
  3. customThe filtrate obtained
  4. customis evaporated under vacuum
  5. customthe residue is purified by chromatography on silica gel (eluent: CH2Cl2/pentane, 2/1) in order

出典と根拠

ORDレコード
ord-d89ffe2ad0ef44d999e2bc5fb2b3c936
出典データセット
uspto-grants-2013_01
特許番号
US08343964B2

関連ノート

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