Propylamine → N-n-Propyl-4-[(E)-2-(4,4-dimethyl-6-chromanyl)-2-methylvinyl]benzamide

HRID 1382906ノート

反応式

HRID 1382906 の反応式
[CH3:1][C:2]1([CH3:24])[C:11]2[C:6](=[CH:7][CH:8]=[C:9](/[C:12](/[CH3:23])=[CH:13]/[C:14]3[CH:22]=[CH:21][C:17]([C:18](O)=[O:19])=[CH:16][CH:15]=3)[CH:10]=2)[O:5][CH2:4][CH2:3]1.[CH2:25]([NH2:28])[CH2:26][CH3:27]>C(Cl)(Cl)Cl.C(OCC)C.[OH-].[Na+]>[CH2:25]([NH:28][C:18](=[O:19])[C:17]1[CH:21]=[CH:22][C:14](/[CH:13]=[C:12](/[C:9]2[CH:10]=[C:11]3[C:6](=[CH:7][CH:8]=2)[O:5][CH2:4][CH2:3][C:2]3([CH3:24])[CH3:1])\[CH3:23])=[CH:15][CH:16]=1)[CH2:26][CH3:27]

参加物

6

反応物 2

HCID 7852PropylamineHCID 6366138(E)-p-(2-(4,4-Dimethylchroman-6-yl)propenyl)benzoic acid

生成物 1

HCID 14372182N-n-Propyl-4-[(E)-2-(4,4-dimethyl-6-chromanyl)-2-methylvinyl]benzamide

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 6212Chloroform溶媒2 回HCID 14798Sodium Hydroxide溶媒

実験手順

A 15 ml aliquot of the chloroform solution of the mixed anhydride of 4-[(E)-2-(4,4-dimethyl-6-chromanyl)-2-methylvinyl]benzoic acid from Preparation 13 was added to a solution of 0.1 g (1.71 mmole) of n-propylamine in ca. 25 ml of chloroform at 0° C. The reaction mixture was filtered and then it was extracted twice with 1N hydrochloric acid. The resulting chloroform solution was dried (MgSO4) and evaporated in vacuo to give an oily solid. This solid was dissolved in diethyl ether and 2N sodium hydroxide. The layers were separated and the ether layer was filtered, dried (MgSO4) and evaporated in vacuo. The residue was recrystallized from diethyl ether-hexane, to give 0.127 g of the title compound, mp 138°-139° C.

後処理

  1. filtrationThe reaction mixture was filtered
  2. extractionit was extracted twice with 1N hydrochloric acid
  3. dry with materialThe resulting chloroform solution was dried (MgSO4)
  4. customevaporated in vacuo
  5. customto give an oily solid
  6. customThe layers were separated
  7. filtrationthe ether layer was filtered
  8. dry with materialdried (MgSO4)
  9. customevaporated in vacuo
  10. customThe residue was recrystallized from diethyl ether-hexane

出典と根拠

ORDレコード
ord-20130e54c08147d0bb451d23771f5197
出典データセット
uspto-grants-1989_02
特許番号
US04808597

反応ノート

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