Potassium Iodide → HCID 13078377, 화합물

HRID 223254노트

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HRID 223254 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

HCID 13078377HCID 13078377, 화합물수율 49.4%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-386c1ddfba674bb190420b5d01b54e2d
출처 데이터셋
uspto-grants-1982_10
특허 번호
US04352811

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