Dichloromethane → Methyl 2-(4-ethoxy-4-oxobutanamido)-5-iodobenzoate

HRID 544979ノート

反応式

HRID 544979 の反応式
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]([I:12])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].C(Cl)Cl.CCN(C(C)C)C(C)C.Cl[C:26](=[O:34])[CH2:27][CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30]>CN(C1C=CN=CC=1)C.O>[CH3:7][O:6][C:4](=[O:5])[C:3]1[CH:8]=[C:9]([I:12])[CH:10]=[CH:11][C:2]=1[NH:1][C:26](=[O:34])[CH2:27][CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30]

参加物

7

反応物 4

HCID 6344DichloromethaneHCID 81531DiisopropylethylamineHCID 84648Butanoic acid, 4-chloro-4-oxo-, ethyl esterHCID 847811Methyl 2-amino-5-iodobenzoate

生成物 1

HCID 66935113Methyl 2-(4-ethoxy-4-oxobutanamido)-5-iodobenzoate

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 962Water溶媒

実験手順

To methyl 2-amino-5-iodobenzoate (i-a) (15 g, 54 mmol) was added 200 mL of CH2Cl2, followed by DIEA (9.4 mL, 54 mmol) and a catalytic amount of DMAP. Ethyl 4-chloro-4-oxobutanoate (Rc═Rd═H) (8.5 mL, 60 mmol) was added, and the reaction mixture was allowed to stir at room temperature overnight. The reaction mixture was then poured into 250 mL H2O, and the organic layer was washed with brine, dried over MgSO4, filtered, and concentrated in vacuo to afford ii-a (22 g, 99%) as a pale yellow solid: MS m/z=406 (M+H).

後処理

  1. washthe organic layer was washed with brine
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customto afford ii-a (22 g, 99%) as a pale yellow solid

出典と根拠

ORDレコード
ord-a163bfd9748840959022c2bb5458f181
出典データセット
uspto-grants-2011_05
特許番号
US07935694B2

反応ノート

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