Triethylsilane → methyl (4-nitro-2,3-dihydro-1H-indol-3-yl)-acetate

HRID 641391

反応式

HRID 641391 の反応式
C([SiH](CC)CC)C.[N+:8]([C:11]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:12]=1[C:13]([C:20](=O)[C:21]([O:23][CH3:24])=[O:22])=[CH:14][NH:15]2)([O-:10])=[O:9]>C(O)(C(F)(F)F)=O>[N+:8]([C:11]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:12]=1[CH:13]([CH2:20][C:21]([O:23][CH3:24])=[O:22])[CH2:14][NH:15]2)([O-:10])=[O:9]

参加物

4

反応物 2

HCID 12052TriethylsilaneHCID 10243717Methyl (4-nitro-1H-indol-3-yl)(oxo)acetate

生成物 1

HCID 10243182methyl (4-nitro-2,3-dihydro-1H-indol-3-yl)-acetate

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

Triethylsilane (13 mL, 80.6 mmol) was added to a solution of methyl (4-nitro-1H-indol-3-yl)(oxo)acetate from Step A (1.00 g, 4.03 mmol) in TFA (15 mL). After 3 h, the reaction mixture was concentrated in vacuo and the residue was purified by silica gel chromatography, eluting with a gradient of CHCl3:MeOH—100:0 to 98:2, to give the title compound. MS: m/z=237 (M+1).

後処理

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customthe residue was purified by silica gel chromatography
  3. washeluting with a gradient of CHCl3

出典と根拠

ORDレコード
ord-1b63e540c3494c55829d216300e9c24d
出典データセット
uspto-grants-2010_04
特許番号
US07696192B2

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