Water → 2-[(E)-4-chloro-2-butenyloxy]-5-nitrobenzaldehyde

HRID 4668

반응식

HRID 4668 반응식
[N+:1]([C:4]1[CH:11]=[C:8]([CH:9]=[O:10])[C:7]([OH:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].[Cl:13][CH2:14]/[CH:15]=[CH:16]/[CH2:17]Cl.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[Cl:13][CH2:14]/[CH:15]=[CH:16]/[CH2:17][O:12][C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:11][C:8]=1[CH:9]=[O:10]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 668085-NitrosalicylaldehydeHCID 6421971,4-Dichloro-2-butene, (2E)-

생성물 1

HCID 140504962-[(E)-4-chloro-2-butenyloxy]-5-nitrobenzaldehyde수율 43.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 8 g of 5-nitrosalicylaldehyde, 30.8 g of trans-1,4-dichloro-2-butene and 13.2 g of potassium carbonate in 35 ml of dimethylformamide was stirred at room temperature for 19 hours, and further stirred at 80°-87° C. (outside temperature) for 2 hours. The mixture was allowed to cool, poured into 80 ml of water, and extracted with chloroform. The extract (organic layer separated) was concentrated under reduced pressure. The residue was subjected to column chromatography on silica gel. The product was eluted with benzene to give 5.3 g of 2-[(E)-4-chloro-2-butenyloxy]-5-nitrobenzaldehyde. (mp. 65°-66° C.).

후처리

  1. temperatureto cool
  2. extractionextracted with chloroform
  3. extractionThe extract
  4. custom(organic layer separated)
  5. concentrationwas concentrated under reduced pressure
  6. washThe product was eluted with benzene

출처 및 근거

ORD 기록
ord-42e9e6685d48461cbe538debba22bce7
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04727082

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