tetrahydro-3,5-bis(phenylmethylene)-4H-thiopyran-4-one → 3,5-Dibenzylidene-1lambda~4~-thiane-1,4-dione

HRID 1576019

반응식

HRID 1576019 반응식
I([O-])(=O)(=O)=[O:2].[Na+].[C:7]1([CH:13]=[C:14]2[C:19](=[O:20])[C:18](=[CH:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:17][S:16][CH2:15]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>O.CO>[C:22]1([CH:21]=[C:18]2[C:19](=[O:20])[C:14](=[CH:13][C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH2:15][S:16](=[O:2])[CH2:17]2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

참가 물질

5

반응물 2

HCID 336779tetrahydro-3,5-bis(phenylmethylene)-4H-thiopyran-4-oneHCID 23667635Sodium periodate

생성물 1

HCID 681371553,5-Dibenzylidene-1lambda~4~-thiane-1,4-dione수율 86.7%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

A solution of 10.4g of sodium periodate in 50ml of water is added to a suspension of 7.0g of tetrahydro-3,5-bis-(phenylmethylene)-4H-thiopyran-4-one in 300ml of methanol. The mixture is stirred at room temperature for 3 days (a water bath is used for the first hour to moderate a slightly exothermic reaction). Solvent is removed in vacuo and the residue is stirred with chloroform and filtered. The filtrate is concentrated in vacuo and the residue is crystallized from 150ml of methanol, giving 6.4g of the title compound, melting point 155°-160°C. A second crop of 0.5g of the title compound, melting point 154°-157°C is also obtained.

후처리

  1. customa slightly exothermic reaction)
  2. customSolvent is removed in vacuo
  3. stirringthe residue is stirred with chloroform
  4. filtrationfiltered
  5. concentrationThe filtrate is concentrated in vacuo
  6. customthe residue is crystallized from 150ml of methanol

출처 및 근거

ORD 기록
ord-ef79094605584d78a57c1ca8d4284088
출처 데이터셋
uspto-grants-1976_09
특허 번호
US03979381

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