Acetic Acid → HCID 12419118、化合物

HRID 2271651ノート

反応式

HRID 2271651 の反応式
N[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1)=[O:4].C=O.[C:16]([BH3-])#[N:17].[Na+].[C:20](O)(=O)C>CO>[CH3:20][N:17]([CH3:16])[CH2:2][CH:3]([C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1)[OH:4]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 408542HCID 408542、化合物HCID 5003444Sodium cyanoborohydride

生成物 1

HCID 12419118HCID 12419118、化合物収率 34%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 2-amino-1-(4-nitrophenyl)ethanone (500 mg, 2.30 mmol), paraformaldehyde (207 mg, 6.90 mmol), and sodium cyanoborohydride (433 mg, 6.90 mmol) in methanol (30 mL) was added acetic acid (catalytic) and the reaction stirred at room temperature for 18 h. The reaction mixture was quenched with water and the layers were separated. The combined organic layers were dried over anhydrous sodium sulfate, filtered, concentrated, and chromatographed (CH2Cl2/MeOH) to afford the desired product (164 mg, 34%) as an orange oil: ESI MS m/z 211 [C10H14N2O3+H]+.

後処理

  1. customThe reaction mixture was quenched with water
  2. customthe layers were separated
  3. dry with materialThe combined organic layers were dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customchromatographed (CH2Cl2/MeOH)

出典と根拠

ORDレコード
ord-a8e055c8d80b4c55b66139c6fb5c35a3
出典データセット
uspto-grants-2015_09
特許番号
US09120749B2

反応ノート

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