Formic Acid → 2-[(E)-[4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]-2-methylphenyl]methylideneamino]oxyacetic acid

HRID 1022840ノート

反応式

HRID 1022840 の反応式
C([O:5][C:6](=[O:35])[CH2:7][O:8]/[N:9]=[CH:10]/[C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH2:21][C:20]([C:26]3[CH:31]=[C:30]([Cl:32])[CH:29]=[C:28]([Cl:33])[CH:27]=3)([C:22]([F:25])([F:24])[F:23])[O:19][N:18]=2)=[CH:13][C:12]=1[CH3:34])(C)(C)C.C(O)=O.FC(F)(F)C(O)=O>C(Cl)Cl>[Cl:33][C:28]1[CH:27]=[C:26]([C:20]2([C:22]([F:24])([F:23])[F:25])[O:19][N:18]=[C:17]([C:14]3[CH:15]=[CH:16][C:11](/[CH:10]=[N:9]/[O:8][CH2:7][C:6]([OH:35])=[O:5])=[C:12]([CH3:34])[CH:13]=3)[CH2:21]2)[CH:31]=[C:30]([Cl:32])[CH:29]=1

参加物

5

反応物 3

HCID 284Formic AcidHCID 6422Trifluoroacetic acidHCID 87403035tert-butyl 2-[(E)-[4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]-2-methylphenyl]methylideneamino]oxyacetate2 回

生成物 1

HCID 467018012-[(E)-[4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]-2-methylphenyl]methylideneamino]oxyacetic acid収率 80%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of [1-{4-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-phenyl}-meth-(E)-ylideneaminooxy]-acetic acid tert-butyl ester (i.e the product of Step 1, 531 mg) in CH2Cl2 (20 mL) was treated with formic acid (0.25 mL, 0.30 g) and stirred at room temperature over night. Trifluoroacetic acid (0.50 g) was added and the mixture stirred until tlc (thin layer chromatography) indicated completion of the reaction. The organic layer was washed with water three times, dried (Na2SO4) and evaporated to give the title compound (502 mg, 80%) that was used in the next step without further purification. NMR indicated the absence of the tert butyl ester.

後処理

  1. stirringthe mixture stirred until tlc (thin layer chromatography)
  2. customcompletion of the reaction
  3. washThe organic layer was washed with water three times
  4. dry with materialdried (Na2SO4)
  5. customevaporated

出典と根拠

ORDレコード
ord-25f165343bd8469c91d255123743b6ea
出典データセット
uspto-grants-2014_05
特許番号
US08722673B2

反応ノート

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