Benzyl Chloride → 3-(Benzoxy)-5-chlorobenzoic acid

HRID 1606753노트

반응식

HRID 1606753 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Cl:11])[CH:10]=1)[C:5]([OH:7])=[O:6].[H-].[Na+].[CH2:14](Cl)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CN(C)C=O>[CH2:14]([O:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Cl:11])[CH:10]=1)[C:5]([OH:7])=[O:6])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

참가 물질

5

반응물 3

HCID 7503Benzyl ChlorideHCID 24758Sodium hydrideHCID 130716463-Chloro-5-hydroxybenzoic Acid

생성물 1

HCID 108799093-(Benzoxy)-5-chlorobenzoic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 173 mg. (1 m mole) of 3-hydroxy-5-chlorobenzoic acid in 2 ml. of dimethylformamide is added 85 mg. (2 m moles) of 56.6% sodium hydride in an oil suspension. After ten minutes, the resulting suspension is treated with 130 mg. (1 m mole) of benzyl chloride and the mixture heated to 100° C. for one hour. The reaction mixture is then cooled, diluted with 5 ml. of water, and extracted with ether. The aqueous phase is separated, acidified with 6N hydrochloric acid and the product extracted with ether. The ether solvent is removed in vacuo and the residual product triturated with water and filtered. The dried product is sublimed at 125° C. and 0.02 mm of pressure to provide 50 mg. of the desired produce, m.p. 127-129° C.

후처리

  1. waitAfter ten minutes
  2. additionthe resulting suspension is treated with 130 mg
  3. temperatureThe reaction mixture is then cooled
  4. additiondiluted with 5 ml
  5. extractionof water, and extracted with ether
  6. customThe aqueous phase is separated
  7. extractionthe product extracted with ether
  8. customThe ether solvent is removed in vacuo
  9. customthe residual product triturated with water
  10. filtrationfiltered
  11. customis sublimed at 125° C.
  12. custom0.02 mm of pressure to provide 50 mg
  13. customof the desired produce

출처 및 근거

ORD 기록
ord-e4b5523bd919435fb296b771a82c720e
출처 데이터셋
uspto-grants-1976_04
특허 번호
US03953595

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