Potassium Iodide → HCID 13078377、化合物

HRID 223254ノート

反応式

HRID 223254 の反応式
[BrH:1].[CH3:2][O:3][C:4]1[C:5]([O:19][CH3:20])=[CH:6][C:7]2[O:11][N:10]=[C:9]([CH:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)[C:8]=2[CH:18]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].Cl[CH2:30][CH2:31][CH2:32][CH:33]([C:41]1[CH:46]=[CH:45][C:44]([F:47])=[CH:43][CH:42]=1)[C:34]1[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=1>O.CN(C)C=O>[BrH:1].[CH3:2][O:3][C:4]1[C:5]([O:19][CH3:20])=[CH:6][C:7]2[O:11][N:10]=[C:9]([CH:12]3[CH2:13][CH2:14][N:15]([CH2:30][CH2:31][CH2:32][CH:33]([C:34]4[CH:35]=[CH:36][C:37]([F:40])=[CH:38][CH:39]=4)[C:41]4[CH:46]=[CH:45][C:44]([F:47])=[CH:43][CH:42]=4)[CH2:16][CH2:17]3)[C:8]=2[CH:18]=1

参加物

7

反応物 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 768201,1'-(4-Chlorobutylidene)bis(4-fluorobenzene)HCID 13076427HCID 13076427、化合物

生成物 1

HCID 13078377HCID 13078377、化合物収率 49.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A stirred mixture of 2.60 g of 5,6-dimethoxy-3-(4-piperidyl)-1,2-benzisoxazole hydrobromide, 3.30 g of potassium carbonate, 0.25 g of potassium iodide, 2.20 g of 4-chloro-1,1-bis(4-fluorophenyl)butane and 75 ml of dimethylformamide was heated to 90° for 8 hrs and overnight at ambient temperature. The reaction mixture was poured into 500 ml of water and was extracted with ether, dried over anhydrous magnesium sulfate and the solvent was removed in vacuo to yield an oil. The oil was purified by filtering through a silica gel column (25:1), using dichloromethane as eluent. The eluent was evaporated and the residue was dissolved in ether, and a saturated hydrogen bromide-ether solution was added dropwise to precipitate the salt. The salt was collected and washed with 3.0 g of ether. Recrystallization from toluene-water yielded 2.2 g (48.3%) of the product, mp 195°-197°.

後処理

  1. extractionwas extracted with ether
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customthe solvent was removed in vacuo
  4. customto yield an oil
  5. customThe oil was purified
  6. filtrationby filtering through a silica gel column (25:1)
  7. customThe eluent was evaporated
  8. dissolutionthe residue was dissolved in ether
  9. additiona saturated hydrogen bromide-ether solution was added dropwise
  10. customto precipitate the salt
  11. customThe salt was collected
  12. washwashed with 3.0 g of ether
  13. customRecrystallization from toluene-water

出典と根拠

ORDレコード
ord-386c1ddfba674bb190420b5d01b54e2d
出典データセット
uspto-grants-1982_10
特許番号
US04352811

反応ノート

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