Trifluoroacetic acid → HCID 10362064、化合物

HRID 1033504ノート

反応式

HRID 1033504 の反応式
FC(F)(F)C(O)=O.[CH3:8][C:9]1(O)[CH2:18][CH2:17][CH2:16][C:15]2[N:14]=[C:13]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:12]=[CH:11][C:10]1=2.[C:28]1([CH2:34][O:35][NH2:36])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C1(C)C=CC=CC=1>[CH3:8][C:9]1([NH:36][O:35][CH2:34][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:18][CH2:17][CH2:16][C:15]2[N:14]=[C:13]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:12]=[CH:11][C:10]1=2

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 102313O-BenzylhydroxylamineHCID 10061627HCID 10061627、化合物

生成物 1

HCID 10362064HCID 10362064、化合物収率 77.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

Trifluoroacetic acid (17.4 g) was added in one portion to a solution of 5,6,7,8-tetrahydro-5-methyl-2-(phenylmethoxy)-quinolin-5-ol (41 g), phenylmethoxyamine (47 g), and toluene (770 ml) at room temperature. The solution was stirred at room temperature for 24 hrs, and then quenched with concentrated ammonium hydroxide solution. The layers were separated and the aqueous phase was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over potassium carbonate, filtered, and the filtrate was concentrated. Purification by high performance liquid chromatography (silica gel, elution with ethyl acetate-hexanes) gave 44.2 g (77%) of 5,6,7,8-tetrahydro-5-methyl-N,2-bis(phenylmethoxy)-5-quinolinamine.

後処理

  1. customquenched with concentrated ammonium hydroxide solution
  2. customThe layers were separated
  3. extractionthe aqueous phase was extracted with ethyl acetate
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over potassium carbonate
  6. filtrationfiltered
  7. concentrationthe filtrate was concentrated
  8. customPurification
  9. washby high performance liquid chromatography (silica gel, elution with ethyl acetate-hexanes)

出典と根拠

ORDレコード
ord-e5d193cd859a46cc963d998cc1f6e312
出典データセット
uspto-grants-1994_05
特許番号
US05310914

反応ノート

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