Azido(trimethyl)stannane → HCID 178497409, 화합물

HRID 391402노트

반응식

HRID 391402 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 178497409HCID 178497409, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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)+.

후처리

  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%)

출처 및 근거

ORD 기록
ord-e496138d55444f21b535154ebed80644
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08383821B2

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