Methane → HCID 12649796、化合物

HRID 917990ノート

反応式

HRID 917990 の反応式
[F:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]([C:11]3[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=3)[C:6]3[CH2:18][NH:19][CH2:20][C:5]=3[C:4]=2[CH:3]=1.[Cl:21][CH2:22][CH2:23][CH2:24][C:25]([C:27]1[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=1)=[O:26].[I-].[K+].C(=O)([O-])[O-].[Na+].[Na+].C>CN(C)C=O>[ClH:21].[F:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]([C:11]3[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=3)[C:6]3[CH2:18][N:19]([CH2:22][CH2:23][CH2:24][C:25](=[O:26])[C:27]4[CH:28]=[CH:29][C:30]([F:33])=[CH:31][CH:32]=4)[CH2:20][C:5]=3[C:4]=2[CH:3]=1

参加物

7

反応物 5

HCID 297MethaneHCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 197503-(4-Fluorobenzoyl)propyl chlorideHCID 126497827-Fluoro-4-(4-fluorophenyl)-1,2,3,4-tetrahydropyrrolo[3,4-b]indole

生成物 1

HCID 12649796HCID 12649796、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

7-Fluoro-4-(p-fluorophenyl)-1,2,3,4-tetrahydropyrrolo[3,4-b]indole (6.02 g.; 22.2 m moles), 6.7 g. (33.3 m moles) of γ-chloro-p-fluorobutyrophenone, 4.28 g. (23.4 m moles) of potassium iodide and 7.05 g. (66.6 m moles) of sodium carbonate in 175 ml. of dimethylformamide is heated to 90° C. for 8 hrs. and then allowed to stir at room temperature overnight. The mixture is heated again to 90° C., treated with a gram of decolorizing charcoal, filtered and the filtrate poured into ice and water. The suspension is extracted with chloroform and the combined extracts dried and evaporated to 10.5 g. of crude product. The residue is chromatographed on 200 g. of silica gel using 3:1 diethyl ether-ethanol as the eluate, each fraction comprising 30-40 ml. The desired product, isolated from fractions 6-14, is converted to the hydrochloride salt, 1.75 g., and subsequently recrystallized from acetonitrile-methanol, 850 mg., m.p. 175°-179° C.

後処理

  1. temperatureThe mixture is heated again to 90° C.
  2. filtrationfiltered
  3. additionthe filtrate poured into ice and water
  4. extractionThe suspension is extracted with chloroform
  5. customthe combined extracts dried
  6. customevaporated to 10.5 g
  7. customThe residue is chromatographed on 200 g

出典と根拠

ORDレコード
ord-2bcb094b4eb54b12bb28247580094909
出典データセット
uspto-grants-1976_07
特許番号
US03968231

反応ノート

読み込み中…