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Hydrochloric Acid → Ethyl 4'-(3-aminopropoxy)-3'-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)biphenyl-4-carboxylate

HRID 253503
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HRID 253503 반응식
O.NN.O=C1C2C(=CC=CC=2)C(=O)[N:6]1[CH2:15][CH2:16][CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:30]=[CH:29][C:28]([C:31]([O:33][CH2:34][CH3:35])=[O:32])=[CH:27][CH:26]=2)=[CH:21][C:20]=1[C:36]1[CH:45]=[CH:44][C:43]2[C:42]([CH3:47])([CH3:46])[CH2:41][CH2:40][C:39]([CH3:49])([CH3:48])[C:38]=2[CH:37]=1.O.Cl>C(O)C>[NH2:6][CH2:15][CH2:16][CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:26]=[CH:27][C:28]([C:31]([O:33][CH2:34][CH3:35])=[O:32])=[CH:29][CH:30]=2)=[CH:21][C:20]=1[C:36]1[CH:45]=[CH:44][C:43]2[C:42]([CH3:47])([CH3:46])[CH2:41][CH2:40][C:39]([CH3:48])([CH3:49])[C:38]=2[CH:37]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 66856613HCID 66856613, 화합물

생성물 1

HCID 11340717Ethyl 4'-(3-aminopropoxy)-3'-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)biphenyl-4-carboxylate수율 37.1%

시약·촉매·용매 1

HCID 702
Ethanol
용매

실험 절차

100 μl of hydrazine monohydrate (2.05 mmol) are added to a solution of 650 mg (1 mmol) of ethyl 4′-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)propoxy]-3′-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)biphenyl-4-carboxylate in 50 ml of ethanol. The reaction mixture is stirred overnight at reflux. The reaction is stopped by adding water and hydrochloric acid to pH 4, and then extracted with ethyl acetate. The organic phases are combined and dried over sodium sulfate. The solvents are evaporated off. The residue is purified by chromatography on silica gel (eluent: 70/30 ethyl acetate/methanol). 180 mg of ethyl 4′-(3-aminopropoxy)-3′-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)biphenyl-4-carboxylate are obtained in the form of a whitish solid (m.p.=155° C., yield=35%).

후처리

  1. temperatureat reflux
  2. extractionextracted with ethyl acetate
  3. dry with materialdried over sodium sulfate
  4. customThe solvents are evaporated off
  5. customThe residue is purified by chromatography on silica gel (eluent: 70/30 ethyl acetate/methanol)

출처 및 근거

ORD 기록
ord-504749a9433249c9970c743b15ebff89
출처 데이터셋
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07872026B2

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