Hydrochloric Acid → 4-Chloro-2-[(4-chlorophenyl)ethen-2-yl]phenol

HRID 421011

반응식

HRID 421011 반응식
[Cl:1][C:2]1[CH:9]=[C:6]([CH:7]=O)[C:5]([OH:10])=[CH:4][CH:3]=1.[Cl-].[Cl:12][C:13]1[CH:38]=[CH:37][C:16](C[P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[CH:15][CH:14]=1.[C:39](=O)([O-])[O-].[K+].[K+].Cl>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:10])=[C:6]([C:7]([C:16]2[CH:37]=[CH:38][C:13]([Cl:12])=[CH:14][CH:15]=2)=[CH2:39])[CH:9]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 124815-Chloro-salicylaldehydeHCID 2733546(4-Chlorobenzyl)triphenylphosphonium chloride

생성물 1

HCID 666573014-Chloro-2-[(4-chlorophenyl)ethen-2-yl]phenol수율 8.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

5-Chlorosalicylaldehyde (313 mg, 2 mmol) and 4-chlorobenzyltriphenyl-phosphonium chloride (847 mg, 2 mmol) were dissolved in N,N-dimethylfomamide (20 mL). Potassium carbonate (1.382 g, 10 mmol) dissolved in water (10 mL) was added, and the mixture was refluxed for 5 hours. After cooling, the reaction mixture was poured into 2 N hydrochloric acid and extracted with ethyl acetate. After the organic layer was washed with water and brine, dried over anhydrous magnesium sulfate, the residue obtained by evaporation under reduced pressure was purified by chromatography on silica gel (n-hexane:ethyl acetate=3:1) to give the title compound (44.6 mg, 8.4%) as a light gray solid.

후처리

  1. additionwas added
  2. temperaturethe mixture was refluxed for 5 hours
  3. temperatureAfter cooling
  4. extractionextracted with ethyl acetate
  5. washAfter the organic layer was washed with water and brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe residue obtained by evaporation under reduced pressure
  8. customwas purified by chromatography on silica gel (n-hexane:ethyl acetate=3:1)

출처 및 근거

ORD 기록
ord-87093531cff042a39b00c4a8ca57ecf8
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08097759B2

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