Triethylsilane → Ammonium Hydroxide

HRID 551011

反応式

HRID 551011 の反応式
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[C:6]([C:13](=O)[C:14]([O:16][CH3:17])=[O:15])=[CH:7][NH:8]2)([O-:3])=[O:2].C([SiH](CC)CC)C>C(O)(C(F)(F)F)=O>[NH4+:1].[OH-:2].[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]([CH2:13][C:14]([O:16][CH3:17])=[O:15])[CH2:7][NH:8]2)([O-:3])=[O:2]

参加物

5

反応物 2

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

生成物 2

HCID 14923Ammonium HydroxideHCID 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

To a stirred solution of methyl (4-nitro-1H-indol-3-yl)(oxo)acetate from Step A (563 mg, 2.27 mmol) in TFA (25 mL) at 0° C. was added triethylsilane (0.733 mL, 4.54 mmol). After 90 min, the reaction mixture was concentrated in vacuo and the residue was purified by silica gel chromatography, eluting with a gradient of CH2Cl2:MeOH:NH4OH—100:0:0 to 95:4.5:0.5, to give the title compound. MS: m/z=235 (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 CH2Cl2

出典と根拠

ORDレコード
ord-9b7b347391f74026b832f9656887d64b
出典データセット
uspto-grants-2011_05
特許番号
US07947677B2

関連ノート

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