Water → di-O-isopropyl P-[[(2-trifluoromethyl-6-methylphenyl)sulfonyloxy]methyl]phosphonate

HRID 1379300ノート

反応式

HRID 1379300 の反応式
[OH-].[Na+].O.[OH:4][CH2:5][P:6](=[O:15])([O:11][CH:12]([CH3:14])[CH3:13])[O:7][CH:8]([CH3:10])[CH3:9].[F:16][C:17]([F:30])([F:29])[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:19]=1[S:25](Cl)(=[O:27])=[O:26]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.C1(C)C=CC=CC=1>[F:30][C:17]([F:16])([F:29])[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:19]=1[S:25]([O:4][CH2:5][P:6](=[O:15])([O:7][CH:8]([CH3:10])[CH3:9])[O:11][CH:12]([CH3:14])[CH3:13])(=[O:27])=[O:26]

参加物

7

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 10867235Diisopropyl hydroxymethylphosphonateHCID 11032589145980-57-0

生成物 1

HCID 18981706di-O-isopropyl P-[[(2-trifluoromethyl-6-methylphenyl)sulfonyloxy]methyl]phosphonate収率 94.8%

試薬・触媒・溶媒 2

HCID 66133Benzyl triethylammonium chloride触媒HCID 1140Toluene溶媒2 回

実験手順

A mixture of 100 mL of toluene, 11.6 g of 50% aqueous sodium hydroxide solution, and 10 mL of water was cooled in an ice bath and treated with 1.3 g of benzyltriethylammonium chloride and 12.0 g of diisopropyl P-(hydroxymethyl)phosphonate (prepared as in U.S. Pat. No. 5,272,128) and stirred vigorously. To this was added a solution of 15 g of the compound of Example 16 (2-trifluoromethyl-6-methylbenzenesulfonyl chloride) in 10 mL of toluene. The cooling bath was removed and the mixture stirred for one hour, then the layers were separated. The organic phase was washed with water (2×100 mL) and brine, then dried through calcium sulfate to yield 23 g of di-O-isopropyl P-[[(2-trifluoromethyl-6-methylphenyl)sulfonyloxy]methyl]phosphonate as a brown oil.

後処理

  1. temperaturewas cooled in an ice bath
  2. customprepared as in U.S
  3. customThe cooling bath was removed
  4. stirringthe mixture stirred for one hour
  5. customthe layers were separated
  6. washThe organic phase was washed with water (2×100 mL) and brine
  7. dry with materialdried through calcium sulfate

出典と根拠

ORDレコード
ord-140f843c4fa241a59177c71f7bba39ac
出典データセット
uspto-grants-1997_09
特許番号
US05670691

反応ノート

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