Hydrochloric Acid → 4-(1-Aminoethyl)benzoic acid

HRID 1729190

反応式

HRID 1729190 の反応式
C([O:3][C:4](=[O:14])[C:5]1[CH:10]=[CH:9][C:8]([C:11](=O)[CH3:12])=[CH:7][CH:6]=1)C.C([O-])(=O)C.[NH4+].C([BH3-])#[N:21].[Na+].Cl>CO>[C:4]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]([NH2:21])[CH3:12])=[CH:7][CH:6]=1)([OH:3])=[O:14]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 517165Ammonium AcetateHCID 600911Ethyl 4-acetylbenzoateHCID 5003444Sodium cyanoborohydride

生成物 1

HCID 125682714-(1-Aminoethyl)benzoic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

10 g of 4-acetylbenzoic acid ethyl ester and 40 g of ammonium acetate are dissolved in 210 ml of absolute methanol, and 3.63 g of sodium cyanoborohydride are added. The reaction solution is stirred for 24 hours at room temperature, cooled to 4° and adjusted to a pH of 1 by the addition of concentrated hydrochloric acid. The methanol is removed under reduced pressure and the suspension that remains is filtered. The aqueous filtrate is washed with diethyl ether, adjusted to a pH of 10 at 4° by the addition of solid sodium hydroxide and extracted with diethyl ether. Drying is carried out over sodium sulfate and is followed by concentration to dryness by evaporation under reduced pressure, and the oil that remains is distilled under reduced pressure to give 1-(4-carboxyphenyl)ethylamine having a boiling point of 130°-140° (6×10-2 mbar).

後処理

  1. temperaturecooled to 4°
  2. customThe methanol is removed under reduced pressure
  3. filtrationthe suspension that remains is filtered
  4. washThe aqueous filtrate is washed with diethyl ether
  5. additionadjusted to a pH of 10 at 4° by the addition of solid sodium hydroxide
  6. extractionextracted with diethyl ether
  7. customDrying
  8. concentrationis followed by concentration to dryness by evaporation under reduced pressure
  9. distillationthe oil that remains is distilled under reduced pressure

出典と根拠

ORDレコード
ord-a9f4d5754535406ead140435edc205a5
出典データセット
uspto-grants-1994_07
特許番号
US05332729

関連ノート

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