Phenylacetyl chloride → Benalaxyl

HRID 1578119

反応式

HRID 1578119 の反応式
[C:1]1([CH2:7][C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:11]([CH:15]([NH:17][C:18]1[C:23]([CH3:24])=[CH:22][CH:21]=[CH:20][C:19]=1[CH3:25])[CH3:16])([O:13][CH3:14])=[O:12]>C1(C)C=CC=CC=1.CN(C)C=O>[CH3:24][C:23]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:25])[C:18]=1[N:17]([CH:15]([C:11]([O:13][CH3:14])=[O:12])[CH3:16])[C:8](=[O:9])[CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 2

HCID 7679Phenylacetyl chlorideHCID 94555Methyl N-(2,6-dimethylphenyl)-DL-alaninate

生成物 1

HCID 51369Benalaxyl

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6228Dimethylformamide溶媒

実験手順

17 g (0.11 mol) of phenylacetylchloride were added dropwise in 30 minutes and at room temperature, to a solution of N-(1-carbomethoxy-ethyl)-2,6-dimethyl-aniline(21.2 g at a purity of 95%, 0.1 mol) in toluene (150 ml) and dimethylformamide (1 ml.). The reaction mixture was stirred 1 hour at room temperature and 3 hours at reflux temperature, then it was cooled down to room temperature and washed with an aqueous solution of NaHCO3 at 5% and successively with water. The organic phase was separated and anhydrified with anhydrous Na2SO4. The solvent was evaporated and the rough product obtained was recrystallized from ligroin (75°-120° C.), so obtaining 26 g. of the desired product (white solid, m.p. 78°-80° C.).

後処理

  1. temperatureat reflux temperature
  2. temperatureit was cooled down to room temperature
  3. washwashed with an aqueous solution of NaHCO3 at 5% and successively with water
  4. customThe organic phase was separated
  5. customThe solvent was evaporated
  6. customthe rough product obtained
  7. customwas recrystallized from ligroin (75°-120° C.)
  8. customso obtaining 26 g

出典と根拠

ORDレコード
ord-b0129ab162da42a2b75662c2c4384491
出典データセット
uspto-grants-1981_09
特許番号
US04291049

関連ノート

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