3-Methoxyphenylhydrazine hydrochloride → Methyl 3-[6-methoxy-3-(t-butylthio) indol-2-yl]-2,2-dimethylpropanoate

HRID 327235

反応式

HRID 327235 の反応式
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]([NH:10]N)[CH:7]=[CH:8][CH:9]=1.[C:12]([S:16][CH2:17][C:18](=O)[CH2:19][C:20]([CH3:26])([CH3:25])[C:21]([O:23][CH3:24])=[O:22])([CH3:15])([CH3:14])[CH3:13]>C(O)(C)(C)C>[CH3:2][O:3][C:4]1[CH:5]=[C:6]2[C:7]([C:17]([S:16][C:12]([CH3:15])([CH3:14])[CH3:13])=[C:18]([CH2:19][C:20]([CH3:25])([CH3:26])[C:21]([O:23][CH3:24])=[O:22])[NH:10]2)=[CH:8][CH:9]=1

参加物

4

反応物 2

HCID 27239403-Methoxyphenylhydrazine hydrochlorideHCID 14980531Methyl 5-t-butylthio-2,2-dimethyl-4-oxopentanoate

生成物 1

HCID 53636575Methyl 3-[6-methoxy-3-(t-butylthio) indol-2-yl]-2,2-dimethylpropanoate

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒

実験手順

A mixture of 4.2 g of 3-methoxyphenylhydrazine hydrochloride and 4.9 g of methyl 5-(t-butylthio)-2,2-dimethyl-4-oxopentanoate in 100 mL of t-butanol was refluxed for 18 hours. The mixture was cooled to R.T., and evaporated to dryness. The residue was suspended in ether (150 ml) and stirred for 30 min. The salts were filtered and the filtrate evaporated to dryness to give a residue which was chromatographed on flash silica gel using as eluant ethyl acetate:toluene (1:99) to isolate the title compound as the most polar product; m.p. 133° C.

後処理

  1. temperaturewas refluxed for 18 hours
  2. customevaporated to dryness
  3. filtrationThe salts were filtered
  4. customthe filtrate evaporated to dryness
  5. customto give a residue which
  6. customwas chromatographed on flash silica gel using as eluant ethyl acetate:toluene (1:99)

出典と根拠

ORDレコード
ord-e997d33143774de09203f9999fd673d1
出典データセット
uspto-grants-1993_12
特許番号
US05272145

関連ノート

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