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N-bromobutanimide → Methyl 2-(3-methoxy-4-nitrophenyl)-1,3-oxazole-4-carboxylate

HRID 1425073
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HRID 1425073 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:12]2[O:13][CH2:14][CH:15]([C:17]([O:19][CH3:20])=[O:18])[N:16]=2)[CH:6]=[CH:7][C:8]=1[N+:9]([O-:11])=[O:10].BrN1C(=O)CCC1=O>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:12]2[O:13][CH:14]=[C:15]([C:17]([O:19][CH3:20])=[O:18])[N:16]=2)[CH:6]=[CH:7][C:8]=1[N+:9]([O-:11])=[O:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 68406207Methyl 2-(3-methoxy-4-nitrophenyl)-4,5-dihydro-1,3-oxazole-4-carboxylate

생성물 1

HCID 67549178Methyl 2-(3-methoxy-4-nitrophenyl)-1,3-oxazole-4-carboxylate수율 85.5%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

The same operation as in Example (96a) was performed using methyl 2-(3-methoxy-4-nitrophenyl)-4,5-dihydro-1,3-oxazole-4-carboxylate obtained in Example (102b) (1.72 g, 6.14 mmol), α,α-bisisobutyronitrile (50 mg, 0.3 mmol), N-bromosuccinimide (1.20 g, 6.75 mmol) and benzene (30 mL). Purification by silica gel column chromatography (elution solvent: chloroform/methanol=99/1, 98/2, 95/5) gave 1.46 g of the title compound as a light yellow solid (85%).

후처리

  1. customPurification
  2. washby silica gel column chromatography (elution solvent: chloroform/methanol=99/1, 98/2, 95/5)

출처 및 근거

ORD 기록
ord-e1e7ca4c5f0f4be9a06fe46511195662
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08927588B2

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