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

HRID 928932

反応式

HRID 928932 の反応式
[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

参加物

16

反応物 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

生成物 1

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

試薬・触媒・溶媒 6

HCID 180Acetone溶媒HCID 679Dimethyl Sulfoxide溶媒HCID 3283Diethyl Ether溶媒HCID 6569Methyl Ethyl Ketone溶媒HCID 12679Hexamethylphosphoramide溶媒HCID 816462(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-7f32c74753794d89b4fd661dedd28682
出典データセット
uspto-grants-2016_03
特許番号
US09290468B2

関連ノート

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