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Water → 2-(3-Bromo-4-cyanobenzoyl)-3-methoxymethoxypyridine

HRID 442723
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HRID 442723 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1F)[C:5]([C:7]1[C:12]([O:13][CH2:14][O:15][CH3:16])=[CH:11][CH:10]=[CH:9][N:8]=1)=[O:6].[C-:21]#[N:22].[K+].O>CS(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[C:21]#[N:22])[C:5]([C:7]1[C:12]([O:13][CH2:14][O:15][CH3:16])=[CH:11][CH:10]=[CH:9][N:8]=1)=[O:6]
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참가 물질

5

반응물 3

HCID 962WaterHCID 9032Potassium CyanideHCID 539864842-(3-Bromo-4-fluorobenzoyl)-3-methoxymethoxypyridine

생성물 1

HCID 544552472-(3-Bromo-4-cyanobenzoyl)-3-methoxymethoxypyridine수율 96.1%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

To a solution of 2-(3-bromo-4-fluorobenzoyl)-3-methoxymethoxypyridine (4.68 g) in dimethyl sulfoxide (50 mL) was added potassium cyanide (2.7 g) at 0° C. The mixture was stirred for 3 hours while raising the temperature to room temperature. The reaction mixture was poured into water, which was subjected to extraction with ethyl acetate. The extract solution was washed with water and a saturated aqueous saline solution, successively, and dried (sodium sulfate) and then concentrated. The concentrate was purified by means of a silica gel column (ethyl acetate--hexane) to afford 2-(3-bromo-4-cyanobenzoyl)-3-methoxymethoxypyridine (4.59 g) (compound B-6). Physical properties and spectrum date of the product are shown in Table 3 and Table 4.

후처리

  1. extractionwas subjected to extraction with ethyl acetate
  2. washThe extract solution was washed with water
  3. dry with materiala saturated aqueous saline solution, successively, and dried (sodium sulfate)
  4. concentrationconcentrated
  5. customThe concentrate was purified by means of a silica gel column (ethyl acetate--hexane)

출처 및 근거

ORD 기록
ord-cab4986e594f492b889eb9289780a412
출처 데이터셋
uspto-grants-1999_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05891895

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