Phosphoric Acid → 3-(6-Bromopyridin-2-yl)-2,3-dimethylbutan-2-ol

HRID 545254ノート

反応式

HRID 545254 の反応式
C[Mg]I.C([O:6][CH2:7][CH3:8])C.[CH2:9](OCC)C.[Br:14][C:15]1[N:20]=[C:19]([C:21](C)([CH3:27])[C:22](OCC)=O)[CH:18]=[CH:17][CH:16]=1.P(=O)(O)(O)O>O>[Br:14][C:15]1[N:20]=[C:19]([C:21]([CH3:22])([CH3:27])[C:7]([CH3:8])([OH:6])[CH3:9])[CH:18]=[CH:17][CH:16]=1

参加物

6

反応物 4

HCID 1004Phosphoric AcidHCID 3283Diethyl EtherHCID 86616118Ethyl 2-(6-bromopyridin-2-yl)-2-methylpropionateHCID 178467823HCID 178467823、化合物

生成物 1

HCID 866161193-(6-Bromopyridin-2-yl)-2,3-dimethylbutan-2-ol

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

In a nitrogen atmosphere, 13 mL of 2 M methylmagnesium iodide/diethyl ether solution was added to diethyl ether (20 mL) solution of 2.72 g of ethyl 2-(6-bromopyridin-2-yl)-2-methylpropionate with cooling in an ice bath. The reaction liquid was stirred at room temperature for 3 hours, and then water and aqueous 10% phosphoric acid solution were added thereto, extracted with diethyl ether, washed with aqueous saturated sodium hydrogencarbonate solution and saturated saline water, and then dried with anhydrous magnesium sulfate. After concentrated under reduced pressure, the residue was purified through silica gel column chromatography (hexane/ethyl acetate=9/1 to 8/1) to obtain 1.47 g of the entitled compound as a colorless oily substance.

後処理

  1. temperaturewith cooling in an ice bath
  2. customThe reaction liquid
  3. extractionextracted with diethyl ether
  4. washwashed with aqueous saturated sodium hydrogencarbonate solution and saturated saline water
  5. dry with materialdried with anhydrous magnesium sulfate
  6. concentrationAfter concentrated under reduced pressure
  7. customthe residue was purified through silica gel column chromatography (hexane/ethyl acetate=9/1 to 8/1)

出典と根拠

ORDレコード
ord-32897f778bb24546920c0fcf29191b68
出典データセット
uspto-grants-2011_05
特許番号
US07935708B2

反応ノート

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