Sulfuric Acid → Di-t-butyl(n-butyl)phosphine

HRID 1297570

反応式

HRID 1297570 の反応式
[CH2:1](Cl)[CH2:2][CH2:3][CH3:4].[Mg].[C:7]([P:11](Cl)[C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:10])([CH3:9])[CH3:8].S(=O)(=O)(O)O>O1CCCC1.C/C(/O)=C/C(C)=O.C/C(/O)=C/C(C)=O.[Cu].C1(C)C=CC=CC=1>[C:7]([P:11]([C:12]([CH3:15])([CH3:14])[CH3:13])[CH2:1][CH2:2][CH2:3][CH3:4])([CH3:10])([CH3:9])[CH3:8]

参加物

8

反応物 4

HCID 1118Sulfuric AcidHCID 8005Butyl ChlorideHCID 139566Di-tert-butylchlorophosphineHCID 5462224Magnesium

生成物 1

HCID 12603441Di-t-butyl(n-butyl)phosphine収率 92.9%

試薬・触媒・溶媒 3

HCID 5363992Copper, bis(2,4-pentanedionato-O,O')-, (SP-4-1)-触媒HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

In a 300 ml four-necked flask thoroughly purged with nitrogen, a Grignard reagent solution previously prepared from 5.6 g (0.060 mol) of n-butyl chloride and 1.7 g (0.072 mol) of metallic magnesium in 100 ml of tetrahydrofuran, and 0.13 g (0.0005 mol (corresponding to 1% by mol)) of copper(II) acetylacetonate were placed. To the contents of the flask, a solution of 9.0 g (0.05 mol) of di-tert-butylphosphinous chloride in 30 ml of tetrahydrofuran was dropwise added over a period of 1 hour with maintaining the temperature at 20° C. to 25° C. After the dropwise addition was completed, stirring was conducted at the same temperature for 2 hours. Thereafter, 30 ml of toluene and 20 ml of a 5% sulfuric acid aqueous solution were added to the reaction solution to perform liquid separation. Then, the organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, followed by further distillation. Then, fractions given by distillation at 111° C. under reduced pressure of 19 Torr were collected. As a result, 9.4 g (purity: 98.0%) of the aimed di-tert-butyl(n-butyl)phosphine was obtained. The yield was 91.1%.

後処理

  1. customIn a 300 ml four-necked flask thoroughly purged with nitrogen
  2. temperaturewith maintaining the temperature at 20° C. to 25° C
  3. additionAfter the dropwise addition
  4. customliquid separation
  5. washThen, the organic layer was washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationThe solvent was distilled off under reduced pressure
  8. distillationfollowed by further distillation
  9. distillationThen, fractions given by distillation at 111° C. under reduced pressure of 19 Torr
  10. customwere collected

出典と根拠

ORDレコード
ord-1005f385b6c947dd82ba51c384a3d8be
出典データセット
uspto-grants-2007_07
特許番号
US07250535B2

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