Water → 3-Ketocarbofuran phenol

HRID 1871844

反応式

HRID 1871844 の反応式
[OH:1][C:2]1[C:10]2[O:9][C:8]([CH3:12])([CH3:11])[CH2:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.C(Cl)(=[O:20])C1C=CC=CC=1.O>N1C=CC=CC=1.C(O)(=O)C.[O-2].[O-2].[O-2].[Cr+6]>[OH:1][C:2]1[C:10]2[O:9][C:8]([CH3:12])([CH3:11])[C:7](=[O:20])[C:6]=2[CH:5]=[CH:4][CH:3]=1

参加物

7

反応物 3

HCID 962WaterHCID 7412Benzoyl chlorideHCID 152782,3-Dihydro-2,2-dimethyl-7-benzofuranol

生成物 1

HCID 873033-Ketocarbofuran phenol

試薬・触媒・溶媒 3

HCID 10219390chromium (VI) trioxide触媒HCID 176Acetic Acid溶媒2 回HCID 1049Pyridine溶媒

実験手順

7-Hydroxy-2,3-dihydro-2,2-dimethylbenzofurane is dissolved in 100 ml pyridine. 0.5 mol benzoyl chloride is added dropwise at 0° C. within 4 h. Subsequently it is stirred for 10 h at room temperature. It is poured onto 200 ml ice water and aspirated. The residue is washed with 500 ml 2 M hydrochloric acid and then with 1000 ml water and dried in air. A solution of 0.906 mol chromium trioxide in 370 ml glacial acetic acid is added dropwise to a solution of this crude product (0.45 mol) in 600 ml glacial acetic acid in such a way that the temperature of the mixture does not exceed 20° C. After the dropwise addition is completed it is stirred for a further 1 hour at 40° C. and subsequently poured onto 2 l water. It is suction filtered. The residue is washed with 1 l water and recrystallized from ethanol/water 3:1. The benzoyl compound is fed into 400 ml 10% ethanolic potassium hydroxide solution and the mixture is heated for 1 hour to 70° C. It is admixed with 3 l water and suction filtered. The residue is recrystallized from 2 l water.

後処理

  1. washThe residue is washed with 500 ml 2 M hydrochloric acid
  2. dry with materialwith 1000 ml water and dried in air
  3. customdoes not exceed 20° C
  4. additionAfter the dropwise addition
  5. stirringis stirred for a further 1 hour at 40° C.
  6. filtrationfiltered
  7. washThe residue is washed with 1 l water
  8. customrecrystallized from ethanol/water 3:1
  9. temperaturethe mixture is heated for 1 hour to 70° C
  10. filtrationfiltered
  11. customThe residue is recrystallized from 2 l water

出典と根拠

ORDレコード
ord-d1b9a0666dd74d67aa43da3958b763b1
出典データセット
uspto-grants-2000_08
特許番号
US06107036

関連ノート

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