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1,2-Dichloroethane → HCID 58355688, 화합물

HRID 1184218
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HRID 1184218 반응식
[N+:1](=[C:3]([C:8](=O)[CH2:9][CH2:10][CH2:11][CH2:12][O:13][CH3:14])[C:4]([O:6][CH3:7])=[O:5])=[N-].[C:16]1([NH:22][C:23](N)=[O:24])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.ClCCCl.FC(F)(F)C(O)=O>C1(C)C=CC=CC=1.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Rh+4]>[CH3:14][O:13][CH2:12][CH2:11][CH2:10][CH2:9][C:8]1[N:22]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:23](=[O:24])[NH:1][C:3]=1[C:4]([O:6][CH3:7])=[O:5]
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참가 물질

7

반응물 4

HCID 111,2-DichloroethaneHCID 6145PhenylureaHCID 6422Trifluoroacetic acidHCID 76731428Methyl 2-diazo-7-methoxy-3-oxoheptanoate

생성물 1

HCID 58355688HCID 58355688, 화합물수율 75.2%

시약·촉매·용매 2

HCID 178476542HCID 178476542, 화합물
촉매
HCID 1140Toluene용매

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온도
80 °C

실험 절차

Methyl 2-diazo-7-methoxy-3-oxoheptanoate (6.93 g) and 1-phenylurea (5.41 g) were suspended in toluene (30 ml)-1,2-dichloroethane (30 ml), rhodium tetraacetate (230 mg) was added and the mixture was stirred at 80° C. for 2 hr. After cooling to room temperature, trifluoroacetic acid (7.5 ml) was added and the reaction mixture was stirred at room temperature for 1 day. The reaction mixture was concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography, and a fraction eluted with ethyl acetate-hexane (15:85-100:0) was concentrated under reduced pressure to give the object product (7.40 g).

후처리

  1. additionwas added
  2. temperatureAfter cooling to room temperature
  3. stirringthe reaction mixture was stirred at room temperature for 1 day
  4. concentrationThe reaction mixture was concentrated under reduced pressure
  5. washa fraction eluted with ethyl acetate-hexane (15:85-100:0)
  6. concentrationwas concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-aaf21a8d65614f9ca2ee2b9a6acdc110
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08664380B2

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