Hydrochloric Acid → 3-Nitro-4-(2-trifluoromethyl-cyclohexylamino)-benzoic acid methyl ester

HRID 1750240ノート

反応式

HRID 1750240 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.CCN(C(C)C)C(C)C.[F:24][C:25]([F:34])([F:33])[CH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH:27]1[NH2:32].Cl>O.CN(C=O)C>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([NH:32][CH:27]2[CH2:28][CH2:29][CH2:30][CH2:31][CH:26]2[C:25]([F:24])([F:33])[F:34])=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 5219721Methyl 4-fluoro-3-nitrobenzoateHCID 162287722-(Trifluoromethyl)cyclohexan-1-amine

生成物 1

HCID 867144483-Nitro-4-(2-trifluoromethyl-cyclohexylamino)-benzoic acid methyl ester収率 101.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 0.92 g of 4-fluoro-3-nitro-benzoic acid methyl ester in 15 ml of abs. DMF was added 0.84 ml of DIPEA, followed by 0.85 g of 2-(trifluoromethyl)cyclohexylamine. After 16 h at rt, the mixture was poured into water, the pH was adjusted to 4 by the addition of 1 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 1.62 g (100%) of 3-Nitro-4-(2-trifluoromethyl-cyclohexylamino)-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-105844411e0e4c65a603b69b2ab362e7
出典データセット
uspto-grants-2015_10
特許番号
US09156796B2

反応ノート

読み込み中…