Triethyl phosphite → Diethyl 4-cyano-2-fluorobenzylphosphonate

HRID 1766951ノート

反応式

HRID 1766951 の反応式
Br[CH2:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][C:4]=1[F:11].[P:12]([O:19]CC)([O:16][CH2:17][CH3:18])[O:13][CH2:14][CH3:15]>>[C:7]([C:6]1[CH:9]=[CH:10][C:3]([CH2:2][P:12](=[O:19])([O:16][CH2:17][CH3:18])[O:13][CH2:14][CH3:15])=[C:4]([F:11])[CH:5]=1)#[N:8]

参加物

3

反応物 2

HCID 31215Triethyl phosphiteHCID 27831494-(Bromomethyl)-3-fluorobenzonitrile

生成物 1

HCID 10967607Diethyl 4-cyano-2-fluorobenzylphosphonate収率 103.8%

反応条件

温度
150 °C

実験手順

A mixture of 4-(bromomethyl)-3-fluorobenzonitrile (1.5 g, 7.0 mmol)[J. Med. Chem., 40, 2064 (1997)] and triethyl phosphite (1.4 g, 8.4 mmol) was heated at 150° C. for 2 hours. At the end of this time, the reaction mixture was concentrated under reduced pressure. Volatile materials in the residue thus obtained were removed by heating said residue at 100° C. in vacuo for 1 hour to afford the title compound (1.97 g, quantitative yield) as an oil which solidified in the freezer. This oily product was used in the next step without further purification.

後処理

  1. concentrationAt the end of this time, the reaction mixture was concentrated under reduced pressure
  2. customVolatile materials in the residue thus obtained
  3. customwere removed
  4. temperatureby heating
  5. customat 100° C.
  6. customfor 1 hour

出典と根拠

ORDレコード
ord-412b288457da462598dc9fcd676f9657
出典データセット
uspto-grants-2007_06
特許番号
US07230023B2

反応ノート

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