Diethyl (ethoxymethylene)malonate → Diethyl 2-{[4-(hydroxymethyl)-2-iodoanilino]methylene}malonate

HRID 1264989노트

반응식

HRID 1264989 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][OH:9])=[CH:4][C:3]=1[I:10].C(O[CH:14]=[C:15]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:16]([O:18][CH2:19][CH3:20])=[O:17])C>C(Cl)Cl.CO>[OH:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][CH:14]=[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:3]([I:10])[CH:4]=1

참가 물질

5

반응물 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 22724559(4-Amino-3-iodophenyl)methanol

생성물 1

HCID 22724545Diethyl 2-{[4-(hydroxymethyl)-2-iodoanilino]methylene}malonate

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

A solution of (4-amino-3-iodophenyl)methanol (5.97 g) and diethyl ethoxymethylenemalonate (5.34 ml) is heated at 100° C. for 30 min. The reaction is cooled to room temperature. The resulting solid is dissolved in a mixture of CH2Cl2 and MeOH, adsorbed onto silica and chromatographed (Biotage flash 40M, eluent CH2Cl2 (1L), 0.5% MeOH/CH2Cl2 (5L)). Product containing fractions are combined and condensed to afford diethyl 2-{[4-(hydroxymethyl)-2-iodoanilino]methylene}malonate as a white solid.

후처리

  1. customchromatographed (Biotage flash 40M, eluent CH2Cl2 (1L), 0.5% MeOH/CH2Cl2 (5L))
  2. additionProduct containing fractions
  3. customcondensed

출처 및 근거

ORD 기록
ord-d17b1cbf06f14fc8904f2b92b898aeba
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06544990B2

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