Hydrochloric Acid → 3-Chloromethyl-4-(4-fluoro-benzoyl)-benzonitrile

HRID 353604

反応式

HRID 353604 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([Mg]Br)=[CH:4][CH:3]=1.[Cl:10][CH2:11][C:12]1[CH:20]=[C:19]([C:21]#[N:22])[CH:18]=[CH:17][C:13]=1[C:14](Cl)=[O:15].Cl>C1(C)C=CC=CC=1>[Cl:10][CH2:11][C:12]1[CH:20]=[C:19]([CH:18]=[CH:17][C:13]=1[C:14](=[O:15])[C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1)[C:21]#[N:22]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 113449102-(Chloromethyl)-4-cyanobenzoyl chlorideHCID 178418676HCID 178418676、化合物

生成物 1

HCID 99434343-Chloromethyl-4-(4-fluoro-benzoyl)-benzonitrile収率 90%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
0 °C

実験手順

A solution of 4-fluoro phenylmagnesium bromide (0.73M in THF, 170 ml) was added to a cooled solution of 2-chloromethyl-4-cyano-benzoyl chloride (25.0 g) in toluene (200 ml) so that the temperature did not raise above 0° C. The mixture was stirred at 0° C. for 2 hours. An aqueous solution of HCl (250 ml) was added and stirring continued for 0.5 hours. The phases were separated and the aqueous phase was extracted with toluene (200 ml). The combined organic phases were washed with saturated NaHCO3 solution (200 ml) and water (100 ml). The solvents were evaporated in vacuo to give a brownish oil (29.0 g, 90%). Spectral and analytical data were in accordance with the example above.

後処理

  1. temperaturedid not raise above 0° C
  2. stirringstirring
  3. waitcontinued for 0.5 hours
  4. customThe phases were separated
  5. extractionthe aqueous phase was extracted with toluene (200 ml)
  6. washThe combined organic phases were washed with saturated NaHCO3 solution (200 ml) and water (100 ml)
  7. customThe solvents were evaporated in vacuo

出典と根拠

ORDレコード
ord-fe7731d6d3114efab715343d7bc05b64
出典データセット
uspto-grants-2004_06
特許番号
US06753433B2

関連ノート

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