Nitromethane → trans-4-Methoxy-beta-nitrostyrene

HRID 1685325노트

반응식

HRID 1685325 반응식
[CH:1](=O)[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.[N+:11]([CH3:14])([O-:13])=[O:12].[OH-].[Na+]>CO>[CH3:9][O:8][C:5]1[CH:6]=[CH:7][C:2](/[CH:1]=[CH:14]/[N+:11]([O-:13])=[O:12])=[CH:3][CH:4]=1

참가 물질

5

반응물 3

HCID 6375NitromethaneHCID 14798Sodium HydroxideHCID 312444-Methoxybenzaldehyde

생성물 1

HCID 697963trans-4-Methoxy-beta-nitrostyrene

시약·촉매·용매 1

HCID 887Methanol용매

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온도
0 °C

실험 절차

To a cool (0° C.), stirred solution of 4-anisaldehyde (1.75 mL, 14.3 mmol), nitromethane (2.0 mL, 36.9 mmol) in MeOH (6.0 mL) was added NaOH (1M, 40 mL), and allowed to warm to room temperature. After 2.5 hours, ice water was added with stirring, extracted with DCM (3×), the combined extracts were dried (MgSO4), filtered, concentrated and purified on Biotage Horizon to provide the product as a solid: 1H NMR (400 MHz, CDCl3) δ ppm: 7.97 (1H, d, J=13.64 Hz), 7.51 (1H, d, J=13.64 Hz), 7.50 (1H, d, J=8.84 Hz), 6.95 (2H, d, J=8.84 Hz), 3.86 (3H, s).

후처리

  1. temperatureto warm to room temperature
  2. extractionextracted with DCM (3×)
  3. dry with materialthe combined extracts were dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. custompurified on Biotage Horizon

출처 및 근거

ORD 기록
ord-347940af409348a9af43ff783f282a1a
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148400B2

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