Sulfuric Acid → HCID 178418357、化合物

HRID 275226

反応式

HRID 275226 の反応式
Br[CH:2]([CH2:4][CH2:5][CH3:6])[CH3:3].[Mg].[CH3:8][CH:9]([Mg]Br)[CH2:10][CH2:11][CH3:12].[P:15]([O-])(OCCCC)(OCCCC)=[O:16].S(=O)(=O)(O)O>O1CCCC1.C(OCC)C>[CH3:3][CH:2]([PH:15](=[O:16])[CH:9]([CH2:10][CH2:11][CH3:12])[CH3:8])[CH2:4][CH2:5][CH3:6]

参加物

8

反応物 5

HCID 1118Sulfuric AcidHCID 78902-BromopentaneHCID 3790919Dibutyl phosphate anionHCID 5462224MagnesiumHCID 178418367HCID 178418367、化合物

生成物 1

HCID 178418357HCID 178418357、化合物収率 52.6%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒2 回HCID 8028Tetrahydrofuran溶媒

反応条件

温度
10 °C

実験手順

A Grignard solution prepared from 2-bromopentane (227.3 g, 1.5 moles) and magnesium (39.6 g) in tetrahydrofuran (500 cm3) was estimated by a standard procedure and found to contain 1.05 moles of 2-pentyl magnesium bromide. The solution was diluted with diethyl ether (250 cm3) and cooled to 10° C. in an atmosphere of nitrogen. A solution of dibutyl phosphate (67.9 g, 0.35 moles) in diethyl ether (500 cm3) was added with stirring during 1 hr. whilst the temperature was maintained at 10°-15° C. The solution was then boiled under reflux for ten min. to complete the reaction. The solution was cooled to 10° C. and 25% aqueous sulphuric acid (500 cm3) was added with stirring during 1 hr. The organic layer was separated and successively extracted with water (two 300 cm3 amounts), 10% aqueous sodium bicarbonate (300 cm3), and water (two 300 cm3 amounts). It was then dried (magnesium sulphate) and filtered and distilled yielding di-2-pentylphosphine oxide (35.0 g ), b.p. 110° C. at a pressure of 0.8 mm of mercury. All of this compound was stirred in nitrogen atmosphere with phosphorus trichloride (10 cm3) at 22° C. After 1 hr. it was found by gas chromatography that about 20% remained unreacted; a second addition of phosphorus trichloride (10 cm3) was made and stirring was continued for a further 2 hr. when reaction had reached about 95% completion. The solution was distilled yielding volatile phosphorus compounds and finally chloro di-2-pentylphosphine (27.5 g), b.p. 72°-74° C. under a pressure of 1.5 mm of mercury.

後処理

  1. temperaturewhilst the temperature was maintained at 10°-15° C
  2. temperatureunder reflux for ten min.
  3. customthe reaction
  4. temperatureThe solution was cooled to 10° C.
  5. stirringwith stirring during 1 hr
  6. customThe organic layer was separated
  7. extractionsuccessively extracted with water (two 300 cm3 amounts), 10% aqueous sodium bicarbonate (300 cm3), and water (two 300 cm3 amounts)
  8. dry with materialIt was then dried (magnesium sulphate)
  9. filtrationfiltered
  10. distillationdistilled

出典と根拠

ORDレコード
ord-4c4b3b48c1974686b4bbab475fcfa95b
出典データセット
uspto-grants-1995_02
特許番号
US05393431

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