Water → Dibenzo(b,f)thiepin-1-carboxylic acid, 10,11-dihydro-8-methoxy-

HRID 261570ノート

反応式

HRID 261570 の反応式
[OH-:1].[K+].[CH3:3][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)C>[CH3:3][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]([OH:22])=[O:1])[C:11]=3[CH2:12][CH2:13][C:7]=2[CH:6]=1

参加物

5

反応物 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 233370482-Methoxy-9-cyano-10,11-dihydrodibenzo[b,f]thiepin

生成物 1

HCID 3045903Dibenzo(b,f)thiepin-1-carboxylic acid, 10,11-dihydro-8-methoxy-収率 69%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

An amount of 6.0 g of potassium hydroxide was dissolved in 20 ml of 80% ethanol and to the solution was added 1 g of 2-methoxy-9-cyano-10,11-dihydrodibenzo[b,f]thiepin and the resulting mixture was refluxed for 26 hours. The mixture was freed of the solvent under reduced pressure to obtain the residue, which was dissolved in water and extracted with ethyl acetate. The aqueous layer was acidified with conc. hydrochloric acid and extracted with ethyl acetate. The extract was washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate and freed of the solvent to give 743 mg (69%) of 2-methoxy-9-carboxy-10,11-dihydrodibenzo[b,f]thiepin as pale reddish needles having a melting point of 185°-186° C.

後処理

  1. temperaturethe resulting mixture was refluxed for 26 hours
  2. customto obtain the residue, which
  3. extractionextracted with ethyl acetate
  4. extractionextracted with ethyl acetate
  5. washThe extract was washed with saturated sodium chloride solution
  6. dry with materialdried over anhydrous sodium sulfate

出典と根拠

ORDレコード
ord-e607eadbcebc4e6dbbd83bcd1976efa3
出典データセット
uspto-grants-1979_08
特許番号
US04166127

反応ノート

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