Potassium Carbonate → (2,3-Dihydro-1,4-benzoxathiin-2-yl)acetonitrile

HRID 65966

반응식

HRID 65966 반응식
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].Br[CH:10]([CH2:14]Br)[CH2:11][C:12]#[N:13].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[O:1]1[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[S:8][CH2:14][CH:10]1[CH2:11][C:12]#[N:13]

참가 물질

5

반응물 3

HCID 11430Potassium Carbonate2회HCID 70718Phenol, o-mercapto-(6CI,7CI,8CI)HCID 118311393,4-Dibromobutanenitrile

생성물 1

HCID 20540157(2,3-Dihydro-1,4-benzoxathiin-2-yl)acetonitrile

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

The starting material is prepared as follows: To the stirred, refluxing solution of 21 g of 2-hydroxy-thiophenol in 290 ml of acetone is added dropwise 12.5 g of 3,4-dibromo-butyronitrile along with small portions of 15.8 g of anhydrous potassium carbonate. After 30 minutes, the double addition procedure with said amounts of dibromo compound and potassium carbonate is repeated, and after a further 30 minutes said procedure is repeated a third time. The mixture is then refluxed for 20 hours, cooled, filtered, the residual salts washed with acetone, and the filtrate evaporated. The residue is distilled (bulb to bulb), and the fraction boiling at 185°/0.5 mm Hg collected, to yield the 2-(1,4-benzoxathian-2-yl)-acetonitrile.

후처리

  1. customThe starting material is prepared
  2. additionthe double addition procedure
  3. waitafter a further 30 minutes said
  4. temperatureThe mixture is then refluxed for 20 hours
  5. temperaturecooled
  6. filtrationfiltered
  7. washthe residual salts washed with acetone
  8. customthe filtrate evaporated
  9. distillationThe residue is distilled (bulb to bulb)
  10. customthe fraction boiling at 185°/0.5 mm Hg collected

출처 및 근거

ORD 기록
ord-3cf8bb51fd534efaaea82d7a6cc71de6
출처 데이터셋
uspto-grants-1978_12
특허 번호
US04129655

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