Acetic Acid → HCID 86734269、化合物

HRID 1973460ノート

反応式

HRID 1973460 の反応式
[CH:1]([NH:4][CH2:5][CH2:6][NH2:7])([CH3:3])[CH3:2].[OH:8][C:9]1[CH:24]=[CH:23][C:12]([C:13](=O)[CH2:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][C:16]2=O)=[CH:11][CH:10]=1.C(O)(=O)C>O.CCOCC>[OH:8][C:9]1[CH:24]=[CH:23][C:12]([C:13]2[N:7]([CH2:6][CH2:5][NH:4][CH:1]([CH3:3])[CH3:2])[C:16]3[CH2:17][CH2:18][CH2:19][CH2:20][C:15]=3[CH:14]=2)=[CH:11][CH:10]=1

参加物

6

反応物 3

HCID 176Acetic AcidHCID 88098N-IsopropylethylenediamineHCID 12270333Cyclohexanone, 2-[2-(4-hydroxyphenyl)-2-oxoethyl]-

生成物 1

HCID 86734269HCID 86734269、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

A solution of 7.25 g (0.071 mole) of isopropylaminoethylamine, 16.5 g (0.071 mole) of 2-(p-hydroxyphenacyl)cyclohexanone and acetic acid is refluxed under nitrogen for 6 hours, then cooled to ambient temperature, and diluted with water. The aqueous solution is washed with ether, then basified with 10% sodium carbonate and extracted with chloroform. The chloroform solution is washed with saturated sodium chloride solution, treated with charcoal, and dried over magnesium sulfate. The chloroform is removed to give a yellow solid which is recrystallized from acetonitrile to give a yellow-tan solid. The solid is dissolved in ether, the solution is filtered and concentrated to give 2-(p-hydroxyphenyl-1-(2-isopropylaminoethyl)-4,5,6,7-tetrahydroindole as a pale yellow solid, m.p. 149°-150° C.

後処理

  1. washThe aqueous solution is washed with ether
  2. extractionextracted with chloroform
  3. washThe chloroform solution is washed with saturated sodium chloride solution
  4. additiontreated with charcoal
  5. dry with materialdried over magnesium sulfate
  6. customThe chloroform is removed
  7. customto give a yellow solid which
  8. customis recrystallized from acetonitrile
  9. customto give a yellow-tan solid
  10. filtrationthe solution is filtered
  11. concentrationconcentrated

出典と根拠

ORDレコード
ord-d4aa461fe9f6455985e7120ddab2002f
出典データセット
uspto-grants-1976_12
特許番号
US03997557

反応ノート

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