Hydrochloric Acid → HCID 69422240、化合物

HRID 350114ノート

反応式

HRID 350114 の反応式
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:46]=[CH:45][C:18]([CH2:19][N:20]2[CH:24]=[C:23]([CH2:25][CH2:26][CH2:27][CH:28](C(OCC)=O)[C:29]([O:31]CC)=[O:30])[C:22]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)=[N:21]2)=[CH:17][CH:16]=1.[OH-].[K+].Cl>C(O)C>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:46]=[CH:45][C:18]([CH2:19][N:20]2[CH:24]=[C:23]([CH2:25][CH2:26][CH2:27][CH2:28][C:29]([OH:31])=[O:30])[C:22]([C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=3)=[N:21]2)=[CH:17][CH:16]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 69423290HCID 69423290、化合物

生成物 1

HCID 69422240HCID 69422240、化合物収率 65.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
110 °C

実験手順

A mixture of diethyl 2-[3-[1-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-3-phenyl-1H-pyrazol-4-yl]propyl]malonate (1.56 g), 4N aqueous potassium hydroxide solution (5 ml) and ethanol (10 ml) was refluxed for 30 minutes. The reaction mixture was acidified with dilute hydrochloric acid, which was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium chloride solution, dried (MgSO4), then concentrated. A mixture of the residue and pyridine (10 ml) was stirred at 110° C. for 2 hours. After removal of the solvent under reduced pressure, the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with dilute hydrochloric acid, then with saturated aqueous sodium chloride solution, dried (MgSO4), then concentrated. The colorless crystals obtained were collected by filtration to yield 5-[1-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-3-phenyl-1H-pyrazol-4-yl]pentanoic acid (857 mg, yield: 65%). This was recrystallized from ethyl acetate-hexane. Melting point: 109–110° C.

後処理

  1. temperaturewas refluxed for 30 minutes
  2. extractionwas extracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with saturated aqueous sodium chloride solution
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. additionA mixture of the residue and pyridine (10 ml)
  7. customAfter removal of the solvent under reduced pressure
  8. extractionthe mixture was extracted with ethyl acetate
  9. washThe ethyl acetate layer was washed with dilute hydrochloric acid
  10. dry with materialwith saturated aqueous sodium chloride solution, dried (MgSO4)
  11. concentrationconcentrated
  12. customThe colorless crystals obtained
  13. filtrationwere collected by filtration

出典と根拠

ORDレコード
ord-048b2df0e757493ca19d3610c52244c3
出典データセット
uspto-grants-2007_02
特許番号
US07179823B1

反応ノート

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