Water → 2-Hydroxy-9-carboxy-10,11-dihydrodibenzo[b,f]thiepin

HRID 903653노트

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HRID 903653 반응식
[OH-:1].[Na+].C[O:4][C:5]1[CH:21]=[CH:20][C:8]2[S:9][C:10]3[CH:17]=[CH:16][CH:15]=[C:14]([C:18]#N)[C:11]=3[CH2:12][CH2:13][C:7]=2[CH:6]=1.[OH2:22]>C(O)COCCO>[OH:4][C:5]1[CH:21]=[CH:20][C:8]2[S:9][C:10]3[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([OH:22])=[O:1])[C:11]=3[CH2:12][CH2:13][C:7]=2[CH:6]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 233370482-Methoxy-9-cyano-10,11-dihydrodibenzo[b,f]thiepin

생성물 1

HCID 233370412-Hydroxy-9-carboxy-10,11-dihydrodibenzo[b,f]thiepin수율 46%

시약·촉매·용매 1

HCID 8117Diethylene Glycol용매

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온도
200 °C

실험 절차

An amount of 2.2 g of sodium hydroxide was dissolved in 30 ml of diethylene glycol by application of heat and to the mixture was added 2.2 g of 2-methoxy-9-cyano-10,11-dihydrodibenzo[b,f]thiepin and the resulting mixture was stirred at 200° C. for 16 hours. After cooling, to the mixture was added water and the mixture was extracted with ethyl acetate. The aqueous layer was acidified with conc. hydrochloric acid and extracted with ethyl acetate. This extract was washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate and freed of the solvent to obtain the residue. This residue was recrystallized from benzene to afford 1.1 g (46%) of 2-hydroxy-9-carboxy-10,11-dihydrodibenzo[b,f]thiepin as brown crystals having a melting point of 210°-211° C.

후처리

  1. temperatureof heat and to the mixture
  2. temperatureAfter cooling, to the mixture
  3. extractionthe mixture was extracted with ethyl acetate
  4. extractionextracted with ethyl acetate
  5. washThis extract was washed with saturated sodium chloride solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. customto obtain the residue
  8. customThis residue was recrystallized from benzene

출처 및 근거

ORD 기록
ord-603a21f55369406e860621300fd1d1fb
출처 데이터셋
uspto-grants-1980_10
특허 번호
US04228284

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