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

HRID 928933

反応式

HRID 928933 の反応式
[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

参加物

11

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 5

HCID 3283Diethyl Ether溶媒2 回HCID 8028Tetrahydrofuran溶媒HCID 12679Hexamethylphosphoramide溶媒HCID 312751,4-Dioxane溶媒HCID 816462(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-f8dd96d010bb4bc1b057b85424419897
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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