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

HRID 1297570

반응식

HRID 1297570 반응식
[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]

참가 물질

8

반응물 4

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

생성물 1

HCID 12603441Di-t-butyl(n-butyl)phosphine수율 92.9%

시약·촉매·용매 3

HCID 5363992Copper, bis(2,4-pentanedionato-O,O')-, (SP-4-1)-촉매HCID 1140Toluene용매HCID 8028Tetrahydrofuran용매2회

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-1005f385b6c947dd82ba51c384a3d8be
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07250535B2

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