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Triphenylphosphine → 2-(6-chloro-5-methyl-1H-indol-3-yl)ethanamine

HRID 1918622
ノート
印刷プレビュー

反応式

HRID 1918622 の反応式
[N:1]([CH2:4][CH2:5][C:6]1[C:14]2[C:9](=[CH:10][C:11]([Cl:16])=[C:12]([CH3:15])[CH:13]=2)[NH:8][C:7]=1[Si](CC)(CC)CC)=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>CO>[Cl:16][C:11]1[CH:10]=[C:9]2[C:14]([C:6]([CH2:5][CH2:4][NH2:1])=[CH:7][NH:8]2)=[CH:13][C:12]=1[CH3:15]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 11776TriphenylphosphineHCID 866638373-(2-azidoethyl)-6-chloro-5-methyl-2-(triethylsilyl)-1H-indole

生成物 1

HCID 668321552-(6-chloro-5-methyl-1H-indol-3-yl)ethanamine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
70 °C

実験手順

A mixture of 3-(2-azidoethyl)-6-chloro-5-methyl-2-(triethylsilyl)-1H-indole (0.654 g; 1.87 mmol) and triphenylphosphine (0.737 g; 2.81 mmol) in methanol (10 mL) was stirred at 70° C. for 2 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in a solution of tetrabutylamonium fluoride (5.62 mL 1M) in THF and stirred at room temperature for 36 hours and concentrated under reduced pressure to yield 2-(6-chloro-5-methyl-1H-indol-3-yl)ethanamine which was used without any further purification.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. dissolutionthe residue was dissolved in a solution of tetrabutylamonium fluoride (5.62 mL 1M) in THF
  3. stirringstirred at room temperature for 36 hours
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-8bcc6a142d8849189e2fcb277ccd0087
出典データセット
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08618138B2

反応ノート

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