Carbon Dioxide → 5-Benzoxy-2,3,4-trifluorobenzoic acid

HRID 928933

반응식

HRID 928933 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([F:15])=[C:11]([F:16])[C:10]=1[F:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S1(CCCC1)(=O)=O.[Li+].CC([N-]C(C)C)C.[Li]CCCC.[C:38](=[O:40])=[O:39]>O1CCOCC1.C(OCC)C.C1COCC1.CN1C(=O)N(C)CCC1.CN(P(N(C)C)(N(C)C)=O)C>[CH2:1]([O:8][C:9]1[C:10]([F:17])=[C:11]([F:16])[C:12]([F:15])=[C:13]([CH:14]=1)[C:38]([OH:40])=[O:39])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

11

반응물 5

HCID 280Carbon DioxideHCID 31347SulfolaneHCID 2724682Lithium diisopropylamideHCID 833969061-(Benzyloxy)-2,3,4-trifluorobenzeneHCID 178418339Butyllithium

생성물 1

HCID 897049155-Benzoxy-2,3,4-trifluorobenzoic acid

시약·촉매·용매 5

HCID 3283Diethyl Ether용매2회HCID 8028Tetrahydrofuran용매HCID 12679Hexamethylphosphoramide용매HCID 312751,4-Dioxane용매HCID 816462(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-용매

실험 절차

To a solution of 1-benzyloxy-2,3,4-trifluorobenzene in appropriate inert solvent (such as, but not limited to, aliphatic and aromatic hydrocarbon (such as pentane, hexane, heptane, cyclohexane, petroleum ether, petrol, gasoline, benzene, toluene, xylene), ether (such as diethyl ether, dibutyl ether, glycol dimethyl ether, 2-methoxyethyl ether, tetrahydrofuran, dioxane), sulfolane, HMPA, DMPU, prefer anhydrous THF, ethyl ether and dioxane) was added strong base (such as LDA, n-BuLi, LiHDMS) at low temperature (−50-−80° C., prefer −78° C.) under nitrogen atmosphere. The stirring was maintained at this temperature for several hours (such as 0.5-12 h, prefer 0.5-2 h). The mixture was transferred to a bottle with dry ice. The mixture is stirred for some time (such as 3-12 h, prefer 5-10 h). 5-Benzoxy-2,3,4-trifluorobenzoic acid is obtained after conventional workup.

후처리

  1. temperatureThe stirring was maintained at this temperature for several hours (such as 0.5-12 h, prefer 0.5-2 h)

출처 및 근거

ORD 기록
ord-f8dd96d010bb4bc1b057b85424419897
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290468B2

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