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

HRID 544979노트

반응식

HRID 544979 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 962Water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a163bfd9748840959022c2bb5458f181
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935694B2

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