Sulfate, hydrogen → Di-tert-butyl (chloromethyl) phosphate

HRID 1521880

反応式

HRID 1521880 の反応式
[P:1]([OH:13])([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C(=O)(O)[O-].[Na+].S([O-])(O)(=O)=O.S(Cl)(O[CH2:28][Cl:29])(=O)=O>O.ClCCl>[P:1]([O:13][CH2:28][Cl:29])([O:3][C:4]([CH3:6])([CH3:7])[CH3:5])([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:2]

参加物

7

反応物 4

HCID 61778Sulfate, hydrogenHCID 429756Phosphoric acid, bis(1,1-dimethylethyl) esterHCID 516892Sodium BicarbonateHCID 2733556Chloromethyl chlorosulfate

生成物 1

HCID 11701630Di-tert-butyl (chloromethyl) phosphate収率 52.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a well stirred suspension of di-tert-butyl hydrogen phosphate (4.7 g, 22.47 mmol) in water (186 ml) was added sodium bicarbonate (7.5 g, 89.52 mmol) followed by tetra-n-butylammomium hydrogen sulphate (760 mg, 2.238 mmol). The reaction mixture was stirred at room temperature for 15 min. To the reaction mixture was added dichloromethane (112 ml) at 0° C. and it was stirred for 10 min followed by the addition of chloromethyl chlorosulphate (4.4 g, 26.85 mmol) in dichloromethane (75 ml) at same temperature. The resultant mixture was vigorously stirred overnight at room temperature. The organic layer was separated, washed with brine and evaporated under reduced pressure to yield 3.04 g of product as pale yellow oil.

後処理

  1. stirringThe reaction mixture was stirred at room temperature for 15 min
  2. stirringit was stirred for 10 min
  3. customThe organic layer was separated
  4. washwashed with brine
  5. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-55e0ea5f6cef4a9894c21dc202e0dd64
出典データセット
uspto-grants-2015_07
特許番号
US09073955B2

関連ノート

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