HCID 20406152、化合物 → Methanone, (2-amino-5-methylphenyl)(4-fluorophenyl)-

HRID 2164305ノート

反応式

HRID 2164305 の反応式
[F:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([C:8]2[CH:13]=[C:12]([CH3:14])[CH:11]=[CH:10][C:9]=2[NH:15]C(=O)C)=[O:7])=[CH:4][CH:3]=1>C(O)C.Cl>[NH2:15][C:9]1[CH:10]=[CH:11][C:12]([CH3:14])=[CH:13][C:8]=1[C:6]([C:5]1[CH:19]=[CH:20][C:2]([F:1])=[CH:3][CH:4]=1)=[O:7]

参加物

4

反応物 1

HCID 20406152HCID 20406152、化合物

生成物 1

HCID 10966280Methanone, (2-amino-5-methylphenyl)(4-fluorophenyl)-収率 61.5%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒

実験手順

A solution of 119 g (0.44 mole of N-[2-(4-fluorobenzoyl)-4-methylphenyl]acetamide in 500 ml of 95% ethanol and 300 ml of 6N hydrochloric acid was heated at reflux for 16 hr. The solvents were removed on a roto-evaporator and the residue obtained was partitioned between concentrated ammonium hydroxide and benzene. The organic layer was concentrated and the new residue was chromatographed on silica gel, eluting with 10% ethyl acetate in hexane. The product fractions were concentrated and the residue was crystallized from a mixture of cyclohexane and hexane to give 56.3 g (61.5%) of the titled compound as bright yellow crystals, m.p. 70.0°-71.5° C.

後処理

  1. temperatureat reflux for 16 hr
  2. customThe solvents were removed on a roto-evaporator
  3. customthe residue obtained
  4. customwas partitioned between concentrated ammonium hydroxide and benzene
  5. concentrationThe organic layer was concentrated
  6. customthe new residue was chromatographed on silica gel
  7. washeluting with 10% ethyl acetate in hexane
  8. concentrationThe product fractions were concentrated
  9. customthe residue was crystallized from a mixture of cyclohexane and hexane

出典と根拠

ORDレコード
ord-ce1a0d64d9574e01bf7a2c3c022d8ff6
出典データセット
uspto-grants-1985_03
特許番号
US04503073

反応ノート

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