Trifluoroacetic acid → HCID 10362064, 화합물

HRID 1033504노트

반응식

HRID 1033504 반응식
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

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 102313O-BenzylhydroxylamineHCID 10061627HCID 10061627, 화합물

생성물 1

HCID 10362064HCID 10362064, 화합물수율 77.5%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-e5d193cd859a46cc963d998cc1f6e312
출처 데이터셋
uspto-grants-1994_05
특허 번호
US05310914

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