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

HRID 845435
ノート
印刷プレビュー

反応式

HRID 845435 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒
HCID 6344
Dichloromethane
溶媒

実験手順

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:

後処理

  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

出典と根拠

ORDレコード
ord-c42dab549b5941d09eae260fb4e34fd7
出典データセット
uspto-grants-1988_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04758577

反応ノート

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