Acrylic Acid → N-[2-(Trifluoromethyl)phenyl]-β-alanine

HRID 1277516ノート

反応式

HRID 1277516 の反応式
[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[F:6][C:7]([F:16])([F:15])[C:8]1[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=1[NH2:10]>>[F:6][C:7]([F:15])([F:16])[C:8]1[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=1[NH:10][CH2:3][CH2:2][C:1]([OH:5])=[O:4]

参加物

3

反応物 2

HCID 6581Acrylic AcidHCID 69222-(Trifluoromethyl)aniline

生成物 1

HCID 23454281N-[2-(Trifluoromethyl)phenyl]-β-alanine収率 88%

反応条件

温度
75 °C

実験手順

672 g of acrylic acid were added to 500 g of o-trifluoromethylaniline at 20°-25° C. with stirring while bubbling nitrogen therethrough and then 0.5 g of hydroquinone were added thereto in the dark. The mixture was heated to 75° C. over one hour and was then held at 75° C. for 32 hours. The mixture was cooled to 65°-70° C. and 500 ml of technical cyclohexane and 500 ml ofdemineralized water were rapidly added thereto. The mixture was refluxed for 10 minutes and was then slowly cooled to 2° to 4° C. andheld there for one hour. The mixture was vacuum filtered and the recovered crystals were washed and dried to obtain 636.7 g of β-(o-trifluoromethylanilino)-propanoic acid.

後処理

  1. customwhile bubbling nitrogen
  2. addition0.5 g of hydroquinone were added
  3. temperatureThe mixture was cooled to 65°-70° C.
  4. addition500 ml of technical cyclohexane and 500 ml ofdemineralized water were rapidly added
  5. temperatureThe mixture was refluxed for 10 minutes
  6. temperaturewas then slowly cooled to 2° to 4° C. andheld there for one hour
  7. filtrationfiltered
  8. washthe recovered crystals were washed
  9. customdried

出典と根拠

ORDレコード
ord-fd9ce261a72d4dfdbb03661c6d8051df
出典データセット
uspto-grants-1981_07
特許番号
US04277607

反応ノート

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