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Boron trifluoride etherate → 10,11-dihydro-10-methoxycarbonylpropylimino-5H-dibenz[b,f]azepine-5-carboxamide

HRID 361323
ノート
印刷プレビュー

反応式

HRID 361323 の反応式
O=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]([C:13]([NH2:15])=[O:14])[C:5]2[CH:16]=[CH:17][CH:18]=[CH:19][C:4]=2[CH2:3]1.Cl.[CH3:21][O:22][C:23](=[O:28])[CH2:24][CH2:25][CH2:26][NH2:27].B(F)(F)F.CCOCC>C1(C)C(C)=CC=CC=1>[CH3:21][O:22][C:23]([CH2:24][CH2:25][CH2:26][N:27]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]([C:13]([NH2:15])=[O:14])[C:5]2[CH:16]=[CH:17][CH:18]=[CH:19][C:4]=2[CH2:3]1)=[O:28]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8000Boron trifluoride etherateHCID 34312OxcarbazepineHCID 27563834-Aminobutyric acid methyl ester hydrochloride

生成物 1

HCID 5715571810,11-dihydro-10-methoxycarbonylpropylimino-5H-dibenz[b,f]azepine-5-carboxamide

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

反応条件

温度
135 °C

実験手順

To a suspension of 0.2 g (0.79 mmol) of 10,11-dihydro-10-oxo-5H-dibenz[b,f]azepine-5-carboxamide and 0.1 g (0.67 mmol) of methyl-4-aminobutyrate hydrochloride in 5 mL of xylene was added 0.07 g (0.49 mmol) of boron trifluoride diethyl etherate. The resulting mixture was heated at 135° C. for seven hours and then allowed to cool to room temperature. The mixture was then filtered and the residue was extracted with toluene. The combined extracts were evaporated under reduced pressure and the residue chromatographed on silica gel using a 4:1 mixture of petroleum ether-ethyl acetate. Chromatographically homogenous fractions were pooled and the solvents were removed under reduced pressure to give the desired product as a yellow oil which crystallised on standing to give yellow crystals which decomposed on heating without melting.

後処理

  1. temperatureto cool to room temperature
  2. filtrationThe mixture was then filtered
  3. extractionthe residue was extracted with toluene
  4. customThe combined extracts were evaporated under reduced pressure
  5. customthe residue chromatographed on silica gel using
  6. additiona 4:1 mixture of petroleum ether-ethyl acetate
  7. customthe solvents were removed under reduced pressure

出典と根拠

ORDレコード
ord-711b24ff6bee4af983e5f51cecb84810
出典データセット
uspto-grants-1999_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05866566

反応ノート

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