Boron trifluoride etherate → Ethyl 2-(4-amino-2-fluorophenyl)acetate

HRID 1389109ノート

反応式

HRID 1389109 の反応式
[F:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:10]([OH:12])=[O:11].B(F)(F)F.[CH3:17][CH2:18]OCC>C(O)C>[F:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:10]([O:12][CH2:17][CH3:18])=[O:11]

参加物

4

反応物 2

HCID 8000Boron trifluoride etherateHCID 187943492-(4-Amino-2-fluorophenyl)acetic acid

生成物 1

HCID 15840528Ethyl 2-(4-amino-2-fluorophenyl)acetate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 8.2 g. of 2-fluoro-4-aminophenylacetic acid, 150 ml. of absolute ethanol, and 3 ml. of boron trifluoride etherate is heated to reflux for 15 hours. The solution is concentrated by distillation and then evaporated to dryness in vacuo. The residue is dissolved in ethyl ether, washed with aqueous sodium bicarbonate dried and evaporated to yield ethyl 2-fluoro-4-aminophenylacetate. A mixture of 5.0 g. of this amine, 9.4 g. of 1-bromohexadecane, 4.2 g. of anhydrous potassium carbonate and 40 ml. of hexamethylphosphoramide is heated at 80° C. for 7 hours. The mixture is then cooled, diluted with water, and extracted with ethyl ether. The ether extracts are washed with water, dried and evaporated. The residue is recrystallized from a mixture of chloroform and hexane, yielding ethyl 2-fluoro-4-(hexadecylamino)phenylacetate.

後処理

  1. temperatureto reflux for 15 hours
  2. concentrationThe solution is concentrated by distillation
  3. customevaporated to dryness in vacuo
  4. dissolutionThe residue is dissolved in ethyl ether
  5. washwashed with aqueous sodium bicarbonate
  6. customdried
  7. customevaporated

出典と根拠

ORDレコード
ord-2230d1c91d4b4619a4d42646b17d8c06
出典データセット
uspto-grants-1981_01
特許番号
US04243609

反応ノート

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