Acetic Acid → HCID 12419118, 화합물

HRID 2271651노트

반응식

HRID 2271651 반응식
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]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 408542HCID 408542, 화합물HCID 5003444Sodium cyanoborohydride

생성물 1

HCID 12419118HCID 12419118, 화합물수율 34%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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]+.

후처리

  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)

출처 및 근거

ORD 기록
ord-a8e055c8d80b4c55b66139c6fb5c35a3
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09120749B2

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