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Potassium Carbonate → 6-Chloro-3{1-[4,4-bis(4-fluorophenyl)-1-butyl]-4-piperidyl}-1,2-benzisoxazole hydrochloride

HRID 223253
ノート
印刷プレビュー

反応式

HRID 223253 の反応式
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]([CH:9]3[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]3)=[N:7][O:8][C:4]=2[CH:3]=1.Cl[CH2:18][CH2:19][CH2:20][CH:21]([C:29]1[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=1)[C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[ClH:1].[Cl:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]([CH:9]3[CH2:10][CH2:11][N:12]([CH2:18][CH2:19][CH2:20][CH:21]([C:22]4[CH:23]=[CH:24][C:25]([F:28])=[CH:26][CH:27]=4)[C:29]4[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=4)[CH2:13][CH2:14]3)=[N:7][O:8][C:4]=2[CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 768201,1'-(4-Chlorobutylidene)bis(4-fluorobenzene)HCID 130764306-Chloro-3-(piperidin-4-yl)benzo[d]isoxazole

生成物 1

HCID 130783756-Chloro-3{1-[4,4-bis(4-fluorophenyl)-1-butyl]-4-piperidyl}-1,2-benzisoxazole hydrochloride収率 62.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide
溶媒

実験手順

A mixture of 16.5 g of 6-chloro-3-(4-piperidyl)-1,2-benzisoxazole, 22.4 g of 4-chloro-1,1-bis(4-fluorophenyl)butane, 22.0 g of potassium carbonate and 200 ml of dimethylformamide was stirred and heated at 75° for 5 hrs. The reaction mixture was allowed to cool and was filtered. The filtrate was concentrated in vacuo to an oil, which was taken up in 300 ml ether and washed with an equal portion of brine. The ether layer was dried over anhydrous sodium sulfate and concentrated in vacuo to an oil. The oil was dissolved in 65 ml of ethanol, the solution was cooled, and 20 ml of ether saturated with hydrogen chloride was added dropwise. Ether (400 ml) was added causing turbidity. The mixture was seeded and then stirred for 1/2 hour to produce the salt. Recrystallization from 800 l of 3:5 ethanol-ether gave 11.3 g (13% yield) of product, mp 205°-207°.

後処理

  1. temperatureheated at 75° for 5 hrs
  2. temperatureto cool
  3. filtrationwas filtered
  4. concentrationThe filtrate was concentrated in vacuo to an oil, which
  5. washwashed with an equal portion of brine
  6. dry with materialThe ether layer was dried over anhydrous sodium sulfate
  7. concentrationconcentrated in vacuo to an oil
  8. dissolutionThe oil was dissolved in 65 ml of ethanol
  9. temperaturethe solution was cooled
  10. addition20 ml of ether saturated with hydrogen chloride was added dropwise
  11. additionEther (400 ml) was added
  12. stirringstirred for 1/2 hour
  13. customto produce the salt
  14. customRecrystallization from 800 l of 3:5 ethanol-ether

出典と根拠

ORDレコード
ord-ecb64508315143698f68b0fd0fdbad8c
出典データセット
uspto-grants-1982_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04352811

反応ノート

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