(Z)-3-(4-bromo-3-methoxy-phenylamino)-but-2-enoic acid ethyl ester → HCID 178486798、化合物

HRID 2415484ノート

反応式

HRID 2415484 の反応式
C(O[C:4](=[O:18])/[CH:5]=[C:6](\[NH:8][C:9]1[CH:14]=[CH:13][C:12]([Br:15])=[C:11]([O:16][CH3:17])[CH:10]=1)/[CH3:7])C>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[Br:15][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][C:11]=1[O:16][CH3:17])[N:8]=[C:6]([CH3:7])[CH:5]=[C:4]2[OH:18]

参加物

3

反応物 1

HCID 69287166(Z)-3-(4-bromo-3-methoxy-phenylamino)-but-2-enoic acid ethyl ester

生成物 1

HCID 178486798HCID 178486798、化合物収率 84%

試薬・触媒・溶媒 1

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)溶媒

反応条件

温度
220 °C

実験手順

A suspension of 6.6 g (21 mmol) of (Z)-3-(4-bromo-3-methoxy-phenylamino)-but-2-enoic acid ethyl ester in 40 ml of Dowtherm A were heated under stirring at 220° C. for 7.5 h after which time TLC analysis indicated completion of the reaction. The mixture was cooled to RT under stirring and the solvent was decanted off. The remaining solid residue was triturated with hexane, filtered off by suction and dried in a high vacuum to give 4.7 g (84%) of the 6-bromo-7-methoxy-2-methyl-quinolin-4-ol as a dark brown solid. EI mass spectrum, m/e: 269 (M calculated for C11H10BrNO2: 269).

後処理

  1. temperaturewere heated
  2. customcompletion of the reaction
  3. temperatureThe mixture was cooled to RT
  4. stirringunder stirring
  5. customthe solvent was decanted off
  6. customThe remaining solid residue was triturated with hexane
  7. filtrationfiltered off by suction
  8. customdried in a high vacuum

出典と根拠

ORDレコード
ord-bc4dceb9038a459384318ab60c49cefd
出典データセット
uspto-grants-2004_11
特許番号
US06818767B2

反応ノート

読み込み中…