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

HRID 1576019

反応式

HRID 1576019 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ef79094605584d78a57c1ca8d4284088
出典データセット
uspto-grants-1976_09
特許番号
US03979381

関連ノート

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