Hydrochloric Acid → Ethyl 3-(3-Aminophenyl)propionate

HRID 129805

反応式

HRID 129805 の反応式
[N+:1]([C:4]1[CH:5]=[C:6](/[CH:10]=[CH:11]/[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:7]=[CH:8][CH:9]=1)([O-])=O.Cl>[Pd].C(O)C>[NH2:1][C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:7]=[CH:8][CH:9]=1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 5354248Ethyl 3-nitrocinnamate

生成物 1

HCID 82314Ethyl 3-(3-Aminophenyl)propionate収率 86%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A Parr hydrogenation vessel was charged with Part (1) compound (12.0 g, 54.3 mmol), concentrated HCl (15 mL, 0.15 mmol), 10% palladium on carbon (750 mg) and absolute ethanol (75 mL). The slurry was purged with nitrogen and agitated under an initial pressure of 45 psi of hydrogen gas. After 16 h, the flask was evacuated and the contents filtered through Celite and evaporated. The residue was dissolved in water and adjusted to pH 9 with solid sodium carbonate. The resulting mixture was extracted with dichloromethane (250 mL×2). The combined extracts were evaporated to give the title compound (8.7 g, 86%) as an oil.

後処理

  1. customThe slurry was purged with nitrogen
  2. customthe flask was evacuated
  3. filtrationthe contents filtered through Celite
  4. customevaporated
  5. dissolutionThe residue was dissolved in water
  6. extractionThe resulting mixture was extracted with dichloromethane (250 mL×2)
  7. customThe combined extracts were evaporated

出典と根拠

ORDレコード
ord-f9564aac3fb242d79591afe53504be2c
出典データセット
uspto-grants-1995_11
特許番号
US05470845

関連ノート

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