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

HRID 862060
ノート
印刷プレビュー

反応式

HRID 862060 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 94433Tetrabutylammonium hydrogen sulfate触媒
HCID 962
Water
溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-9dcf10af980d404bb991297834703957
出典データセット
uspto-grants-1998_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05716971

反応ノート

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