Benzyl Bromide → 1-(Benzyloxy)-2,3,4-trifluorobenzene

HRID 928932

반응식

HRID 928932 반응식
[F:1][C:2]1[C:7]([F:8])=[C:6]([F:9])[CH:5]=[CH:4][C:3]=1[OH:10].[CH:11]1[CH:16]=[CH:15][C:14]([CH2:17]Br)=[CH:13][CH:12]=1.C(Cl)C1C=CC=CC=1.C([O-])([O-])=O.[Na+].[Na+].C([O-])([O-])=O.[K+].[K+].C([O-])(O)=O.[Na+].CC([O-])(C)C.[K+].C(O[Na])(C)(C)C.S1(CCCC1)(=O)=O>C(C(C)=O)C.CC(C)=O.CN1C(=O)N(C)CCC1.CN(P(N(C)C)(N(C)C)=O)C.CS(C)=O.CCOCC>[CH2:17]([O:10][C:3]1[CH:4]=[CH:5][C:6]([F:9])=[C:7]([F:8])[C:2]=1[F:1])[C:14]1[CH:15]=[CH:16][CH:11]=[CH:12][CH:13]=1

참가 물질

16

반응물 9

HCID 7498Benzyl BromideHCID 7503Benzyl ChlorideHCID 10340Sodium CarbonateHCID 11430Potassium CarbonateHCID 31347SulfolaneHCID 1231742,3,4-TrifluorophenolHCID 516892Sodium BicarbonateHCID 23665647Potassium tert-butoxideHCID 178418730sodium 2-methylpropan-2-olate

생성물 1

HCID 833969061-(Benzyloxy)-2,3,4-trifluorobenzene

시약·촉매·용매 6

HCID 180Acetone용매HCID 679Dimethyl Sulfoxide용매HCID 3283Diethyl Ether용매HCID 6569Methyl Ethyl Ketone용매HCID 12679Hexamethylphosphoramide용매HCID 816462(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-용매

실험 절차

2,3,4-Trifluorophenol was protected with hydroxy protection reagent (examples include BnBr, BnCl) at ambient temperature in the presence of base (include Na2CO3, K2CO3, NaHCO3, KHCO3, t-BuOK, t-BuONa) in appropriate inert solvent (include aliphatic and aromatic hydrocarbon (such as pentane, hexane, heptane, cyclohexane, petroleum ether, petrol, gasoline, benzene, toluene, xylene), aliphatic and aromatic halo-hydrocarbon (such as dichloromethane, 1,2-dichloroethane, chloroform, phenixin, chlorobenzene, o-dichlorobenzene), ether (such as diethyl ether, dibutyl ether, glycol dimethyl ether, 2-methoxyethyl ether, tetrahydrofuran, dioxane), ketone (such as acetone, methyl ethyl ketone, methyl isopropyl ketone, methyl isobutyl ketone), ester (such as ethyl acetate, methyl acetate), nitrile (such as acetonitrile, propiononitrile), amide (such as N,N-dimethylformamide, N,N-dimethylacetamide and N-methylpyrrolidin-2-one), DMSO, sulfolane, HMPA, DMPU, prefer acetone and methyl ethyl ketone). The reaction proceeds for several hours (3-12 h, prefer 5-10 h). 1-(Benzyloxy)-2,3,4-trifluorobenzene is obtained after conventional workup.

후처리

  1. waitThe reaction proceeds for several hours
  2. custom(3-12 h, prefer 5-10 h)

출처 및 근거

ORD 기록
ord-7f32c74753794d89b4fd661dedd28682
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290468B2

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