Dichloromethane → 5-Bromo-1-(2-nitrophenyl)-2,3-dihydro-1H-indole

HRID 978277

反応式

HRID 978277 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH2:6][CH2:5]2.N1C(C)=CC(C)=CC=1C.F[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N+:27]([O-:29])=[O:28].ClCCl>C1(C)C(C)=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N+:27]([O-:29])=[O:28])[CH2:6][CH2:5]2

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 79532,4,6-TrimethylpyridineHCID 738951-Fluoro-2-nitrobenzeneHCID 34115665-Bromoindoline

生成物 1

HCID 138233325-Bromo-1-(2-nitrophenyl)-2,3-dihydro-1H-indole収率 55%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

5-Bromoindoline (4.0 g, 0.02 mole), collidine (3.6 g, 0.03 mole), and o-fluoronitrobenzene (2.8 g, 0.02 mole) in xylene (25 ml) were heated at 185° C. (oil bath temperature) for 24 hours. The mixture was cooled to room temperature and poured into dichloromethane. The dichloromethane solution was washed with 1N hydrochloric acid (3 times, 150 ml), brine (200 ml), dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated. Crystallization of the residue was induced by stirring in ether (15 ml) followed by hexane (200 ml), then chilling in the refrigerator overnight. The solid was filtered and washed with hexane and dried to yield 3.5 g (55%) of product. Recrystallization from 2-propanol yielded the analytical sample, mp 12°-114° C.

後処理

  1. washThe dichloromethane solution was washed with 1N hydrochloric acid (3 times, 150 ml), brine (200 ml)
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customThe solvent was evaporated
  5. customCrystallization of the residue
  6. temperaturechilling in the refrigerator overnight
  7. filtrationThe solid was filtered
  8. washwashed with hexane
  9. customdried

出典と根拠

ORDレコード
ord-63fee42832b9459a94de93b65e78892d
出典データセット
uspto-grants-1987_05
特許番号
US04663453

関連ノート

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