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tert-Butoxy bis(dimethylamino)methane → HCID 58683726, 화합물

HRID 1991063
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HRID 1991063 반응식
[CH3:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].C([O:19]C(N(C)C)N(C)C)(C)(C)C>CN(C=O)C>[N+:12]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:2]=1[CH:1]=[O:19])[N:9]=[CH:8][CH:7]=[CH:6]2)([O-:14])=[O:13]
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참가 물질

4

반응물 2

HCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 36408347-Methyl-6-nitroquinoline

생성물 1

HCID 58683726HCID 58683726, 화합물수율 70%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

7-Methyl-6-nitroquinolin (1.22 g; 6.5 mmol) and tert.butoxy-bis(dimethylamino)methan (5.2 ml; 27.3 mmol) in DMF (13 ml) were heated for 15 min. in an oil bath, which was preheated to 160° C. The reaction mixture was evaporated to dryness, taken up in THF (26 ml). NalO4 (8.3 g; 39 mmol) in water (520 ml) was added at room. temperature within 1.5 h and after stirring for another 1 h the reaction mixture was extracted with EtOAc twice. The combined organic phases were dried over Na2SO4, evaporated and purified via chromatography (SiO2; TBME) to yield the title compound as a yellow foam (920 mg; 70%).

후처리

  1. customwas preheated to 160° C
  2. customThe reaction mixture was evaporated to dryness
  3. additionNalO4 (8.3 g; 39 mmol) in water (520 ml) was added at room
  4. extractionwas extracted with EtOAc twice
  5. dry with materialThe combined organic phases were dried over Na2SO4
  6. customevaporated
  7. custompurified via chromatography (SiO2; TBME)

출처 및 근거

ORD 기록
ord-f2ae88e8a1f94ba6890f2b50711194c6
출처 데이터셋
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07645760B2

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