Sodium Carbonate → 3,4-dihydrobenzothieno[2,3-c]-pyridine-2(1H)-butanenitrile

HRID 2298879

反応式

HRID 2298879 の反応式
[CH2:1]1[C:6]2[S:7][C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[C:5]=2[CH2:4][CH2:3][NH:2]1.C([O-])([O-])=O.[Na+].[Na+].Cl[CH2:21][CH2:22][CH2:23][C:24]#[N:25]>C(#N)C.CC1C=CC=CC=1>[CH2:1]1[C:6]2[S:7][C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[C:5]=2[CH2:4][CH2:3][N:2]1[CH2:21][CH2:22][CH2:23][C:24]#[N:25]

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 123364-ChlorobutyronitrileHCID 4132821,2,3,4-Tetrahydro[1]benzothieno[2,3-c]pyridine

生成物 1

HCID 183789583,4-dihydrobenzothieno[2,3-c]-pyridine-2(1H)-butanenitrile収率 101.4%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6342Acetonitrile溶媒

実験手順

A mixture of 1,2,3,4-tetrahydro-[1]benzothieno[2,3-c]pyridine (0.02 mol), Na2CO3 (5 g), KI (0.1 g) and 4-chlorobutanenitrile (0.025 mol) in acetonitrile (50 ml) and methylbenzene (150 ml) was stirred and refluxed overnight, then cooled, filtered and the filtrate was evaporated. The residue (oil) was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH 98/2). The pure fractions were collected and the solvent was evaporated, yielding 5.2 g of 3,4-dihydrobenzothieno[2,3-c]-pyridine-2(1H)-butanenitrile (interm. 6).

後処理

  1. temperaturerefluxed overnight
  2. temperaturecooled
  3. filtrationfiltered
  4. customthe filtrate was evaporated
  5. customThe residue (oil) was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH 98/2)
  6. customThe pure fractions were collected
  7. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-fde6fc8e3ab44b2f98e46e198b471392
出典データセット
uspto-grants-2002_12
特許番号
US06495555B1

関連ノート

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