Azido(trimethyl)stannane → HCID 178497409、化合物

HRID 391394ノート

反応式

HRID 391394 の反応式
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([O:13][CH3:14])=[C:7]([CH:12]=1)[C:8]([O:10][CH3:11])=[O:9])#[N:2].[N:15]([Sn](C)(C)C)=[N+:16]=[N-:17]>C1(C)C=CC=CC=1>[CH3:14][O:13][C:6]1[CH:5]=[CH:4][C:3]([C:1]2[NH:17][N:16]=[N:15][N:2]=2)=[CH:12][C:7]=1[C:8]([O:10][CH3:11])=[O:9]

参加物

4

反応物 2

HCID 5104973Azido(trimethyl)stannaneHCID 18464789Methyl 5-cyano-2-methoxybenzoate

生成物 1

HCID 178497409HCID 178497409、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A stirred solution of methyl 5-cyano-2-methoxybenzoate (0.87 g, 4.5 mmol) in toluene (4 mL) was treated with azidotrimethyltin (1.85 g, 9.0 mmol) and heated at reflux overnight. After cooling to room temperature, the solvents were evaporated. The crude product was dissolved in ethyl acetate, washed with brine (2×), dried over sodium sulfate, and concentrated. Column chromatography on silica gel (5% methanol/methylene chloride) afforded 0.78 g (75%). LC/MS (HPLC method 3): tR=1.66 min, 235.05 (MH)+.

後処理

  1. temperatureheated
  2. temperatureat reflux overnight
  3. customthe solvents were evaporated
  4. dissolutionThe crude product was dissolved in ethyl acetate
  5. washwashed with brine (2×)
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated
  8. customColumn chromatography on silica gel (5% methanol/methylene chloride) afforded 0.78 g (75%)

出典と根拠

ORDレコード
ord-a904a4865e644c39bf9be521b7a19957
出典データセット
uspto-grants-2013_02
特許番号
US08383821B2

反応ノート

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