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Glutaric anhydride → 4-(5H-dibenzo[a,d]cyclohepten-5-yl)-delta-oxo-1-piperidinepentanoic acid

HRID 845435
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인쇄 미리보기

반응식

HRID 845435 반응식
C(N(C(C)C)C(C)C)C.[C:10]1(=[O:17])[O:16][C:14](=[O:15])[CH2:13][CH2:12][CH2:11]1.[CH:18]1[C:28]2[CH:27]=[CH:26][C:25]3[CH:29]=[CH:30][CH:31]=[CH:32][C:24]=3[CH:23]([CH:33]3[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]3)[C:22]=2[CH:21]=[CH:20][CH:19]=1>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH:29]1[C:25]2[CH:26]=[CH:27][C:28]3[CH:18]=[CH:19][CH:20]=[CH:21][C:22]=3[CH:23]([CH:33]3[CH2:34][CH2:35][N:36]([C:14](=[O:15])[CH2:13][CH2:12][CH2:11][C:10]([OH:16])=[O:17])[CH2:37][CH2:38]3)[C:24]=2[CH:32]=[CH:31][CH:30]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 7940Glutaric anhydrideHCID 81531DiisopropylethylamineHCID 137534104-(5H-Dibenzo[a,d][7]annulen-5-yl)piperidine

생성물 1

HCID 142533284-(5H-dibenzo[a,d]cyclohepten-5-yl)-delta-oxo-1-piperidinepentanoic acid

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매
HCID 6344
Dichloromethane
용매

실험 절차

0.04 gram (0.36 millimole) of 4-dimethylaminopyridine, 0.94 gram (7.26 millimoles) of ethyl diisopropylamine, and 0.41 gram (3.63 millimoles) of glutaric anhydride were added successively to a solution of 1.00 gram (3.63 millimoles) of 4-(5H-dibenzo[a,d]cyclohepten-5-yl)-piperidine and the resulting mixture stirred at ambient temperature for two hours. The reaction mixture was diluted with 100 milliliters of methylene chloride and washed with aqueous hydrochloric acid and then with brine. The washed solution was dried over magnesium sulfate, the drying agent filtered and the solution evaporated in vacuo whereupon a foam was produced which when triturated with hot acetonitrile produced white crystals. The crystals were recrystallized from hot acetic acid/acetonitrile to obtain 4-(5H-dibenzo[a,d]cyclohepten-5-yl)-δ-oxo-1-piperidinepentanoic acid product, m.p. 180°-186° C. The product had elemental analyses as follows:

후처리

  1. washwashed with aqueous hydrochloric acid
  2. dry with materialThe washed solution was dried over magnesium sulfate
  3. filtrationthe drying agent filtered
  4. customthe solution evaporated in vacuo whereupon a foam
  5. customwas produced which when
  6. customtriturated with hot acetonitrile produced white crystals
  7. customThe crystals were recrystallized from hot acetic acid/acetonitrile

출처 및 근거

ORD 기록
ord-c42dab549b5941d09eae260fb4e34fd7
출처 데이터셋
uspto-grants-1988_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04758577

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