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Dimethylformamide → 2-(5-Bromo-2-methoxymethoxybenzoyl)-3-methoxymethoxypyridine

HRID 862060
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인쇄 미리보기

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HRID 862060 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:21][CH2:22][O:23][CH3:24])=[C:6]([CH:20]=1)[CH:7]([C:10]1[C:15]([O:16][CH2:17][O:18][CH3:19])=[CH:14][CH:13]=[CH:12][N:11]=1)C#N.C(=O)([O-])[O-:26].[K+].[K+].CN(C=O)C>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:21][CH2:22][O:23][CH3:24])=[C:6]([CH:20]=1)[C:7]([C:10]1[C:15]([O:16][CH2:17][O:18][CH3:19])=[CH:14][CH:13]=[CH:12][N:11]=1)=[O:26]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 197015562-(5-Bromo-alpha-cyano-2-methoxymethoxybenzyl)-3-methoxymethoxypyridine

생성물 1

HCID 197015972-(5-Bromo-2-methoxymethoxybenzoyl)-3-methoxymethoxypyridine수율 87%

시약·촉매·용매 2

HCID 94433Tetrabutylammonium hydrogen sulfate촉매
HCID 962
Water
용매

실험 절차

A mixture of 2-(5-bromo-α-cyano-2-methoxymethoxybenzyl)-3-methoxymethoxypyridine (2.40 g), potassium carbonate (2.53 g), tetrabutylammonium hydrogensulfate (0.41 g) and DMF (24 ml) was stirred for 38 hours at room temperature. The reaction mixture was poured into water, which was subjected to extraction with ethyl acetate. The extract solution was washed with water, dried (anhydrous sodium sulfate), and concentrated to leave an oily product. The oily product was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane) to give 2-(5-bromo-2-methoxymethoxybenzoyl)-3-methoxymethoxypyridine (2.03 g) as an oily product, whose spectrum data are shown below.

후처리

  1. extractionwas subjected to extraction with ethyl acetate
  2. washThe extract solution was washed with water
  3. dry with materialdried (anhydrous sodium sulfate)
  4. concentrationconcentrated
  5. customto leave an oily product
  6. customThe oily product was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-9dcf10af980d404bb991297834703957
출처 데이터셋
uspto-grants-1998_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05716971

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