Sodium borohydride → HCID 67338337、化合物

HRID 1675838

反応式

HRID 1675838 の反応式
[BH4-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[C:11]([C:17]#[N:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:6][C:5]=1[F:19]>CCO>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH:11]([C:17]#[N:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:6][C:5]=1[F:19]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 67338173Ethyl 3-(4-chloro-3-fluorophenyl)-2-cyanoacrylate

生成物 1

HCID 67338337HCID 67338337、化合物収率 99%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

A solution NaBH4 (15 mg, 0.39 mmol) in EtOH (4 mL) was cannulated into a mixture of the ethyl 3-(4-chloro-3-fluorophenyl)-2-cyanoacrylate (200 mg, 0.79 mmol) in EtOH (2 mL) at room temperature. After 5 minutes, the mixture was quenched with 0.1N HCl, concentrated in vacuo, diluted with H2O, extracted with DCM, dried over MgSO4, concentrated and subject to flash chromatography (SiO2 with DCM) to give ethyl 3-(4-chloro-3-fluorophenyl)-2-cyanopropanoate (0.20 g, 58%). LCMS (APCI+) [M+H]+ 254.3.

後処理

  1. customthe mixture was quenched with 0.1N HCl
  2. concentrationconcentrated in vacuo
  3. additiondiluted with H2O
  4. extractionextracted with DCM
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-246e67dbb011467fad6b6d373b4ffde8
出典データセット
uspto-grants-2011_08
特許番号
US08003651B2

関連ノート

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