Hydrochloric Acid → 6-Chloro-2-naphthyl 4-piperidyl ketone

HRID 1389861

反応式

HRID 1389861 の反応式
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=1.Cl.[NH:13]1[CH2:18][CH2:17][CH:16]([C:19](Cl)=[O:20])[CH2:15][CH2:14]1.[Cl-].[Al+3].[Cl-].[Cl-].Cl>[N+](C1C=CC=CC=1)([O-])=O>[NH:13]1[CH2:18][CH2:17][CH:16]([C:19]([C:7]2[CH:6]=[CH:5][C:4]3[C:9](=[CH:10][CH:11]=[C:2]([Cl:1])[CH:3]=3)[CH:8]=2)=[O:20])[CH2:15][CH2:14]1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 70562-ChloronaphthaleneHCID 3016318Piperidine-4-carbonyl chloride hydrochlorideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 543200266-Chloro-2-naphthyl 4-piperidyl ketone

試薬・触媒・溶媒 1

HCID 7416Nitrobenzene溶媒

実験手順

To a stirred suspension of 3.15 g (19.4 mmoles) of 2-chloronaphthalene and 4.46 g (24.2 mmoles) of 4-piperidinecarbonyl chloride hydrochloride in 60 ml nitrobenzene is added gradually 9.7 g (73 mmoles) of aluminum chloride. The mixture is heated to 65°-70° C. for 2 hours and cooled. Ice water and concentrated HCl are added to the reaction mixture. The solid precipitate is partitioned between aqueous sodium hydroxide solution and ether and the organic phase washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue is recrystallized from cyclohexane to yield 6-chloro-2-naphthyl 4-piperidyl ketone. M.P. 98°-100°-5°.

後処理

  1. temperatureThe mixture is heated to 65°-70° C. for 2 hours
  2. temperaturecooled
  3. customThe solid precipitate is partitioned between aqueous sodium hydroxide solution and ether
  4. washthe organic phase washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo
  7. customThe residue is recrystallized from cyclohexane

出典と根拠

ORDレコード
ord-dbb77250e2ca4d9e96ef11d4b596969e
出典データセット
uspto-grants-1981_01
特許番号
US04246268

関連ノート

読み込み中…