Stannous chloride dihydrate → 3-Aminocinnamic acid ethyl ester

HRID 659094

反応式

HRID 659094 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:14]=[CH:15][CH:16]=1)[CH:7]=[CH:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])([O-])=O.O.O.Cl[Sn]Cl>CCO>[CH2:12]([O:11][C:9](=[O:10])[CH:8]=[CH:7][C:6]1[CH:14]=[CH:15][CH:16]=[C:4]([NH2:1])[CH:5]=1)[CH3:13]

参加物

4

反応物 2

HCID 61436Stannous chloride dihydrateHCID 94827Ethyl-m-nitrocinnamate

生成物 1

HCID 978253-Aminocinnamic acid ethyl ester

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Ethyl 3-nitrocinnamate (1) (2.0 g, 9.04 mmol) was reduced using method A, except that SnCl2.2H2O (10.2 g, 45.20 mmol) in EtOH (20 mL) was used and after the reaction the solvent was concentrated in vacuo, Rochelle's salt and saturated NaHCO3 (1:1, 80 mL) were added, and the aqueous basified with 1N NaOH. The aqueous was extracted with EtOAc (3×40 mL), washed with Rochelle's salt/saturated NaHCO3 solution (2×40 mL), dried (MgSO4) and the solvent was concentrated in vacuo to give the title compound. Yield: 1.77 g, >100%; LC/MS tr 0.89 min; MS (ES+) m/z 192 (M+H)

後処理

  1. customafter the reaction the solvent
  2. concentrationwas concentrated in vacuo, Rochelle's salt and saturated NaHCO3 (1:1, 80 mL)
  3. additionwere added
  4. extractionThe aqueous was extracted with EtOAc (3×40 mL)
  5. washwashed with Rochelle's salt/saturated NaHCO3 solution (2×40 mL)
  6. dry with materialdried (MgSO4)
  7. concentrationthe solvent was concentrated in vacuo

出典と根拠

ORDレコード
ord-5b0e7255ce0e49e88ae40a507b94bae2
出典データセット
uspto-grants-2011_12
特許番号
US08080567B2

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