Dichloromethane → 2-Ethoxy-4,5-dihydro-5,5-dimethyl-2-oxo-1,3,2-benzodioxaphosphepin-7-yl methanesulphonate

HRID 27638

反応式

HRID 27638 の反応式
[CH3:1][S:2]([O:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([C:13]([CH3:17])([CH3:16])[CH2:14][OH:15])[CH:7]=1)(=[O:4])=[O:3].C(N(CC)CC)C.[P:25](Cl)(Cl)(=[O:29])[O:26][CH2:27][CH3:28].ClCCl>C(#N)C>[CH3:1][S:2]([O:5][C:6]1[CH:11]=[CH:10][C:9]2[O:12][P:25]([O:26][CH2:27][CH3:28])(=[O:29])[O:15][CH2:14][C:13]([CH3:17])([CH3:16])[C:8]=2[CH:7]=1)(=[O:4])=[O:3]

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 15158Ethyl dichlorophosphateHCID 233412804-Hydroxy-3-(2-hydroxy-1,1-dimethylethyl)phenyl methanesulphonate

生成物 1

HCID 233412692-Ethoxy-4,5-dihydro-5,5-dimethyl-2-oxo-1,3,2-benzodioxaphosphepin-7-yl methanesulphonate収率 44.6%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

4-Hydroxy-3-(2-hydroxy-1,1-dimethylethyl)phenyl methanesulphonate (10 g) from Example 1 was suspended in acetonitrile (100 ml) and triethylamine (8 g) was added. The mixture was cooled in ice, and ethyl phosphorodichloridate (6.9 g) was added dropwise with vigorous stirring. Stirring was continued for 6 hours prior to the addition of dichloromethane (200 ml), after which the solution was washed with water, dilute sodium hydroxide solution and water again, dried over magnesium sulphate and run down. The crude product was recrystallised from toluene, yielding 6.0 g of the desired product, melting point 113°-115° C.

後処理

  1. temperatureThe mixture was cooled in ice
  2. washafter which the solution was washed with water, dilute sodium hydroxide solution and water again
  3. dry with materialdried over magnesium sulphate
  4. customThe crude product was recrystallised from toluene

出典と根拠

ORDレコード
ord-93e18560efd1442aa89ec305c02c79da
出典データセット
uspto-grants-1980_09
特許番号
US04222767

関連ノート

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