Methanesulfonic Acid → HCID 23025824, 화합물

HRID 1437462노트

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HRID 1437462 반응식
P(Cl)(Cl)(Cl)(Cl)Cl.CS(O)(=O)=O.[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][C:14]=1[OH:20].[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][C:29](O)=O)=[CH:24][CH:23]=1.[OH-].[Na+]>>[Br:19][C:16]1[CH:17]=[CH:18][C:13]2[N:12]=[C:29]([CH2:28][C:25]3[CH:26]=[CH:27][C:22]([Cl:21])=[CH:23][CH:24]=3)[O:20][C:14]=2[CH:15]=1

참가 물질

6

반응물 5

HCID 6395Methanesulfonic AcidHCID 14798Sodium HydroxideHCID 15880(4-Chlorophenyl)acetic acidHCID 24819Phosphorus pentachlorideHCID 143206052-Amino-5-bromophenol

생성물 1

HCID 23025824HCID 23025824, 화합물수율 71.2%

반응 조건

온도
120 °C

실험 절차

Phosphorus pentachloride (2.27 g) was added to methanesulfonic acid (8 ml), and the mixture was stirred at 120° C. for 1 hour. To the solution were added 2-amino-5-bromophenol (1.50 g) and 4-chlorophenylacetic acid (1.36 g) and the mixture was stirred at 100° C. for 1 hour. The mixture was poured onto ice, neutralized with 8 N sodium hydroxide and extracted with ethyl acetate-tetrahydrofuran (3:1, v/v). The organic layer was washed with water and dried over MgSO4. The solvent was distilled off under reduced pressure. The residue was subjected to silica gel column chromatography and the fraction eluted with ethyl acetate-hexane (1:4, v/v) was concentrated under reduced pressure. The resulting crystals were collected by filtration to obtain 6-bromo-2-(4-chlorobenzyl)benzoxazole (1.83 g, 71%).

후처리

  1. stirringthe mixture was stirred at 100° C. for 1 hour
  2. additionThe mixture was poured onto ice
  3. extractionextracted with ethyl acetate-tetrahydrofuran (3:1
  4. washThe organic layer was washed with water
  5. dry with materialdried over MgSO4
  6. distillationThe solvent was distilled off under reduced pressure
  7. washthe fraction eluted with ethyl acetate-hexane (1:4, v/v)
  8. concentrationwas concentrated under reduced pressure
  9. filtrationThe resulting crystals were collected by filtration

출처 및 근거

ORD 기록
ord-b8d3043ab83f4c54a68fb11450ea06d7
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07622479B2

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