Triethyl phosphite → Diethyl 4-cyano-2-fluorobenzylphosphonate

HRID 1250369ノート

反応式

HRID 1250369 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 1.5 g (7.0 mmol) of 4-(bromomethyl)-3-fluorobenzonitrile [ref. J.Med.Chem., 40, 2064 (1997)] and 1.4 g (8.4 mmol) of triethyl phosphite 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 1.97 g (quantitative yield) of the title compound 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-04635c18ed684566a4ff311f3958139a
出典データセット
uspto-grants-2002_01
特許番号
US06337403B1

反応ノート

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