Hydrochloric Acid → 3-Nitrostilbene

HRID 2086772노트

반응식

HRID 2086772 반응식
[H-].[Na+].[CH2:3](P(=O)(OCC)OCC)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[N+:18]([C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=1)[CH:24]=O)([O-:20])=[O:19].Cl>CN(C)C=O>[N+:18]([C:21]1[CH:22]=[C:23](/[CH:24]=[CH:3]/[C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:26]=[CH:27][CH:28]=1)([O-:20])=[O:19]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 74493-NitrobenzaldehydeHCID 14122Diethyl benzylphosphonateHCID 24758Sodium hydride

생성물 1

HCID 9775603-Nitrostilbene수율 52.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To a suspension of sodium hydride (60% in oil, 1.48 g) in N,N-dimethylformamide (40 ml) was added a solution of diethyl benzylphosphonate (7.69 g) in N,N-dimethylformamide (40 ml) at 0° C. The mixture was stirred at room temperature for 30 minutes, then a solution of 3-nitrobenzaldehyde (5.09 g) was added thereto. After stirring at 50° C. for 1 hour, the mixture was poured into dilute hydrochloric acid, and extracted with ethyl acetate 3 times. The combined organic solution was washed with water and brine, dried over magnesium sulfate and concentrated. The resultant solid was collected and washed with isopropyl ether to give (E)-3-nitrostilbene (3.97 g).

후처리

  1. stirringAfter stirring at 50° C. for 1 hour
  2. extractionextracted with ethyl acetate 3 times
  3. washThe combined organic solution was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customThe resultant solid was collected
  7. washwashed with isopropyl ether

출처 및 근거

ORD 기록
ord-bf31108c068348599048d8e61d2be56c
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06727245B2

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