Hydrochloric Acid → 4-(2-Ethyl-cyclohexylamino)-3-nitro-benzoic acid methyl ester

HRID 1750248

반응식

HRID 1750248 반응식
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7](F)=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:21]([CH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH:24]1[NH2:29])[CH3:22].Cl>O.CN(C=O)C>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([NH:29][CH:24]2[CH2:25][CH2:26][CH2:27][CH2:28][CH:23]2[CH2:21][CH3:22])=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 5448542-Ethylcyclohexan-1-amineHCID 5219721Methyl 4-fluoro-3-nitrobenzoate

생성물 1

HCID 867144554-(2-Ethyl-cyclohexylamino)-3-nitro-benzoic acid methyl ester수율 60%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 0.48 g of 4-fluoro-3-nitro-benzoic acid methyl ester in 1.5 ml of abs. DMF was added 1.00 g of potassium carbonate, followed by 0.31 g of 2-ethylcyclohexylamine. After 16 h at rt, the mixture was poured into water, the pH was adjusted to 4 by the addition of 2 M aqueous hydrochloric acid, and the reaction mixture was extracted with ethyl acetate three times. The combined organic phases were washed with water, dried over sodium sulphate and concentrated to yield 0.44 g (60%) of 4-(2-Ethyl-cyclohexylamino)-3-nitro-benzoic acid methyl ester.

후처리

  1. extractionthe reaction mixture was extracted with ethyl acetate three times
  2. washThe combined organic phases were washed with water
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b829104c944846b0bb6b409d8ee258e9
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156796B2

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