1,3,3,3-Tetrafluoro-1-methoxy-2-(trifluoromethyl)-1-propene → 4-Fluoro-6-methoxy-5-(trifluoromethyl)pyrimidine

HRID 709940

反応式

HRID 709940 の反応式
[F:1][C:2](F)(F)[C:3]([C:8]([F:11])([F:10])[F:9])=[C:4](F)[O:5][CH3:6].C(O)(=O)C.[CH:18]([NH2:20])=[NH:19].[OH-].[Na+]>O.ClCCl>[F:1][C:2]1[C:3]([C:8]([F:11])([F:10])[F:9])=[C:4]([O:5][CH3:6])[N:20]=[CH:18][N:19]=1

参加物

6

反応物 3

HCID 96721,3,3,3-Tetrafluoro-1-methoxy-2-(trifluoromethyl)-1-propeneHCID 14798Sodium HydroxideHCID 160693Formamidine acetate

生成物 1

HCID 584392514-Fluoro-6-methoxy-5-(trifluoromethyl)pyrimidine

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6344Dichloromethane溶媒

実験手順

To a rapidly stirred mixture of 1,1,1,3-tetrafluoro-2-(trifluoromethyl)-4-oxapent-2-ene (N-1) (10.0 g, 47.15 mmol) and formamidine acetate (7.37 g, 70.73 mmol) in a mixture of water (50 mL) and dichloromethane (50 mL) at 0° C., a solution of sodium hydroxide (7.54 g, 189 mmol) in water (40 mL) is added dropwise and the resulting mixture is stirred for 30 min after complete addition. The dichloromethane layer is separated, washed with 1M aqueous HCl solution and water, dried over Na2SO4 and filtered. The filtrate is concentrated in vacuo to afford 4-fluoro-6-methoxy-5-(trifluoromethyl)pyrimidine (N-2) as a yellow solid. The product is used directly in the next step without further purification.

後処理

  1. additionafter complete addition
  2. customThe dichloromethane layer is separated
  3. washwashed with 1M aqueous HCl solution and water
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationThe filtrate is concentrated in vacuo

出典と根拠

ORDレコード
ord-de83daed5cea4bec985947965cf126b8
出典データセット
uspto-grants-2015_11
特許番号
US09181221B2

関連ノート

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