Sodium Chloride → 3,3-Dimethyl-1-tert.-butylthio-2-butanone

HRID 1580188

반응식

HRID 1580188 반응식
[Na].[CH3:2][C:3]([SH:6])([CH3:5])[CH3:4].Br[CH2:8][C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11].[Cl-].[Na+]>C(O)C.O>[CH3:11][C:10]([CH3:13])([CH3:12])[C:9](=[O:14])[CH2:8][S:6][C:3]([CH3:5])([CH3:4])[CH3:2]

참가 물질

7

반응물 4

HCID 5234Sodium ChlorideHCID 6387tert-Butyl mercaptanHCID 21642BromopinacoloneHCID 5360545Sodium

생성물 1

HCID 233496733,3-Dimethyl-1-tert.-butylthio-2-butanone

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a solution of 5.8 g (0.25 m) of sodium metal in 175 ml of absolute ethanol is added, dropwise, 24.4 g (0.27 m) of 2-methyl-2propanethiol. The stirred solution is heated for 20 minutes, cooled, and treated in a dropwise manner with 44.8 g (0.25 m) of 1-bromopinacolone, prepared according to the procedure of J. Am. Chem. Soc., 74, 4507 (1952). This reaction mixture is heated at reflux for 20 minutes, cooled, and poured onto 200 g of ice and water. After being saturated with sodium chloride, the mixture is extracted with four portions of ether. The combined ether extracts are dried over anhydrous magnesium sulfate, filtered, and stripped of solvent. Distillation of the residue through a short Vigreaux column gives the desired product. Properties of this, and similar compounds prepared by substantially the same procedure using the appropriate mercaptans and α-haloketones, are given in Tables 1 and 2.

후처리

  1. temperatureThe stirred solution is heated for 20 minutes
  2. temperaturecooled
  3. customprepared
  4. temperatureThis reaction mixture is heated
  5. temperatureat reflux for 20 minutes
  6. temperaturecooled
  7. extractionthe mixture is extracted with four portions of ether
  8. dry with materialThe combined ether extracts are dried over anhydrous magnesium sulfate
  9. filtrationfiltered
  10. distillationDistillation of the residue through a short Vigreaux column

출처 및 근거

ORD 기록
ord-28b138e8bb1a4cceaa1112c2343932af
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03932471

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