Bromochloromethane → 2-Bromo-4-methoxy-8,9-dihydro-5,7-dioxabenzocycloheptene

HRID 2079214

반응식

HRID 2079214 반응식
[Br:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([OH:10])=[C:4]([CH2:11][CH2:12][OH:13])[CH:3]=1.F[C:15](F)(F)C(O)=O.C(C1C=CC(NC(C2C=C(OC)C(OC)=CC=2F)C2NC(=O)N(C3C=CC=CC=3C(O)=O)N=2)=CC=1)(=N)N.C[Si]([N-][Si](C)(C)C)(C)C.[Na+].BrCCl.[Cl-].[NH4+]>CN(C=O)C.C(OCC)(=O)C>[Br:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]2[O:10][CH2:15][O:13][CH2:12][CH2:11][C:4]=2[CH:3]=1

참가 물질

8

반응물 5

HCID 6333BromochloromethaneHCID 25517Ammonium ChlorideHCID 2724254Sodium bis(trimethylsilyl)amideHCID 670974744-Bromo-2-(2-hydroxyethyl)-6-methoxyphenolHCID 1363370832-{3-[(4-carbamimidoylphenylamino)-(2-fluoro-4,5-dimethoxyphenyl)methyl]5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl}benzoic Acid Trifluoroacetate

생성물 1

HCID 595172132-Bromo-4-methoxy-8,9-dihydro-5,7-dioxabenzocycloheptene

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 898 mg of 4-bromo-2-(2-hydroxyethyl)-6-methoxyphenol in 10 ml of DMF there was added 1g of sodium bistrimethylsilylamide while cooling on ice, and the mixture was stirred at room temperature for 30 minutes. After adding 1 ml of bromochloromethane to the reaction mixture, it was stirred at 80° C. for 20 hours under a nitrogen atmosphere. Saturated aqueous ammonium chloride was added to the reaction mixture, and extraction was performed with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The desiccating agent was filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-heptane) to give the title compound (420 mg) as an oil.

후처리

  1. temperaturewhile cooling on ice
  2. stirringwas stirred at 80° C. for 20 hours under a nitrogen atmosphere
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationThe desiccating agent was filtered off
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate-heptane)

출처 및 근거

ORD 기록
ord-6cdf322c9208499c9ad44f478544183f
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07928228B2

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