3-(2-(Trimethylsilyl)ethoxy)isonicotinonitrile → 3-Hydroxypyridine-4-carbonitrile

HRID 911088ノート

反応式

HRID 911088 の反応式
C[Si](C)(C)CC[O:5][C:6]1[CH:13]=[N:12][CH:11]=[CH:10][C:7]=1[C:8]#[N:9].[F-].C([N+](CCCC)(CCC)CCCC)CCC>C1COCC1>[OH:5][C:6]1[CH:13]=[N:12][CH:11]=[CH:10][C:7]=1[C:8]#[N:9]

参加物

4

反応物 2

HCID 666177473-(2-(Trimethylsilyl)ethoxy)isonicotinonitrileHCID 86634790N,N-dibutyl-N-propylbutan-1-aminium fluoride

生成物 1

HCID 129590773-Hydroxypyridine-4-carbonitrile収率 99%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A flask was charged with 3-(2-(trimethylsilyl)ethoxy)isonicotinonitrile (1.30 g, 5.90 mmol), THF (5 mL) and N,N-dibutyl-N-propylbutan-1-aminium fluoride (11.8 ml, 11.8 mmol) in THF was added. The reaction mixture was stirred at ambient temperature for 1 hour and then concentrated. The crude product was purified by silica gel chromatography, eluting with DCM and 5% methanol in DCM to give the desired product (0.7 g, 99% yield) as dark brown oil.

後処理

  1. additionwas added
  2. concentrationconcentrated
  3. customThe crude product was purified by silica gel chromatography
  4. washeluting with DCM and 5% methanol in DCM

出典と根拠

ORDレコード
ord-6cf341eb2e5d4db39542c56207d07b28
出典データセット
uspto-grants-2011_09
特許番号
US08022222B2

反応ノート

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