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

HRID 1750248

反応式

HRID 1750248 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b829104c944846b0bb6b409d8ee258e9
出典データセット
uspto-grants-2015_10
特許番号
US09156796B2

関連ノート

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