Triethylamine → 3-Bromo-5-(4-chloro-butanoylamino)-benzoic acid methyl ester

HRID 852530

反応式

HRID 852530 の反応式
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([Br:10])[CH:7]=[C:6]([NH2:11])[CH:5]=1.CCN(CC)CC.[Cl:20][CH2:21][CH2:22][CH2:23][C:24](Cl)=[O:25]>C(Cl)Cl.CCOC(C)=O>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:5]=[C:6]([NH:11][C:24](=[O:25])[CH2:23][CH2:22][CH2:21][Cl:20])[CH:7]=[C:8]([Br:10])[CH:9]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 783704-Chlorobutyryl chlorideHCID 18763420Methyl 3-amino-5-bromobenzoate

生成物 1

HCID 693569393-Bromo-5-(4-chloro-butanoylamino)-benzoic acid methyl ester収率 79.2%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 3-amino-5-bromo-benzoic acid methyl ester (D12) (460 mg, 2.0 mmol, 1 equiv) in CH2Cl2 (10 ml) at room temperature was added NEt3 (306 μl, 2.2 mmol, 1.1 equiv) then 4-chlorobutyrylchloride (247 μl, 2.2 mmol, 1.1 equiv). The resulting mixture was stirred at room temperature for 16 h and then diluted with AcOEt. The organic phase was washed with 2N aqueous HCl solution, dried over MgSO4 and concentrated in vacuo to give 3-bromo-5-(4-chloro-butanoylamino)-benzoic acid methyl ester (D13) (530 mg, 79%) as a pale yellow oil. RT=2.88 s

後処理

  1. washThe organic phase was washed with 2N aqueous HCl solution
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-61589f157084404b848ad049e39ea209
出典データセット
uspto-grants-2007_08
特許番号
US07253198B2

関連ノート

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