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Ethyl Acetate → benzyl 9-chloro-5-(o-fluorophenyl)-2,3-dihydro-1,3,3-trimethyl-2-oxo-1H-1,4-benzodiazepine-7-carbamate

HRID 354768
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HRID 354768 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([Cl:24])[C:5]2[N:11]([CH3:12])[C:10](=[O:13])[C:9]([CH3:15])([CH3:14])[N:8]=[C:7]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[F:22])[C:6]=2[CH:23]=1.C(=O)(O)[O-].[Na+].[CH2:30]([O:37][C:38](Cl)=[O:39])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.C(OCC)(=O)C>O1CCCC1.O>[Cl:24][C:4]1[C:5]2[N:11]([CH3:12])[C:10](=[O:13])[C:9]([CH3:14])([CH3:15])[N:8]=[C:7]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[F:22])[C:6]=2[CH:23]=[C:2]([NH:1][C:38]([O:37][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:39])[CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8857Ethyl AcetateHCID 10387Benzyl chloroformateHCID 516892Sodium BicarbonateHCID 205061437-amino-9-chloro-5-(o-fluorophenyl)-1,3-dihydro-1,3,3-trimethyl-2H-1,4-benzodiazepin-2-one

생성물 1

HCID 20506189benzyl 9-chloro-5-(o-fluorophenyl)-2,3-dihydro-1,3,3-trimethyl-2-oxo-1H-1,4-benzodiazepine-7-carbamate

시약·촉매·용매 2

HCID 962Water용매
HCID 8028Tetrahydrofuran용매

실험 절차

12 g (0.035 mol) of 7-amino-9-chloro-5-(o-fluorophenyl)-1,3-dihydro-1,3,3-trimethyl-2H-1,4-benzodiazepin-2-one are dissolved in 360 ml of dry tetrahydrofuran, treated with 10 g of ground sodium bicarbonate and 8 ml of chloroformic acid benzyl ester and stirred at room temperature for 31/2 hours. The mixture is treated with ethyl acetate and water, and separated aqueous phase is extracted twice with ethyl acetate and the combined organic extracts are dried and evaporated. The residue is chromatographed on 600 g of silica gel with methylene chloride/ethyl acetate (20:1 ) as the elution agent. From ether there is obtained benzyl 9-chloro-5-(o-fluorophenyl)-2,3-dihydro-1,3,3-trimethyl-2-oxo-1H-1,4-benzodiazepine-7-carbamate of melting point 212°.

후처리

  1. customseparated aqueous phase
  2. extractionis extracted twice with ethyl acetate
  3. customthe combined organic extracts are dried
  4. customevaporated
  5. customThe residue is chromatographed on 600 g of silica gel with methylene chloride/ethyl acetate (20:1 ) as the elution agent

출처 및 근거

ORD 기록
ord-7fb2a982a36b4fd2813bf5345aaa8e9b
출처 데이터셋
uspto-grants-1983_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04377522

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