Hydrochloric Acid → Diisobutyl-n-heptyl-phosphine oxide

HRID 1834544노트

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HRID 1834544 반응식
[CH2:1]([P:5](Cl)([CH2:7][CH:8]([CH3:10])[CH3:9])=[O:6])[CH:2]([CH3:4])[CH3:3].[CH2:12]([Mg]Br)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].Cl>O1CCCC1>[CH2:1]([P:5](=[O:6])([CH2:7][CH:8]([CH3:10])[CH3:9])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH:2]([CH3:4])[CH3:3]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 22481195Diisobutylphosphinyl chlorideHCID 178443916HCID 178443916, 화합물

생성물 1

HCID 22481194Diisobutyl-n-heptyl-phosphine oxide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of di-isobutylphosphinyl chloride* (3.9g., 0.02 mole) in tetrahydrofuran (50 ml.) was added dropwise to a refluxing solution of n-heptylmagnesium bromide (prepared from magnesium turnings (1.2g., 0.05 mole), n-heptyl bromide (9.0g., 0.05 mole) and tetrahydrofuran (100 ml.)). The mixture was heated under reflux for 18 hours. After cooling to room temperature, the reaction mixture was poured onto ice and 2N HCl (300 ml.), and extracted with methylene dichloride (4 × 200 ml.). The combined extracts were washed with lithium hypochlorite solution, 2N NaOH solution and finally with water, then dried (MgSO4). The solvent was removed by distillation and the residual yellow oil (8g.) was eluted with chloroform down a silica gel column. The product (Rf = 0.1- 0.2 on silica t.l.c. (CHCl3)) was finally distilled to yield diisobutyl-n-heptyl-phosphine oxide as a colourless liquid, bp. 120°-2°/0.03 mm. (Found C 68.8; H 13.0; C15H33OP requires C 69.3; H, 12.7%.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 18 hours
  3. extractionextracted with methylene dichloride (4 × 200 ml.)
  4. washThe combined extracts were washed with lithium hypochlorite solution, 2N NaOH solution and finally with water
  5. dry with materialdried (MgSO4)
  6. customThe solvent was removed by distillation
  7. washthe residual yellow oil (8g.) was eluted with chloroform down a silica gel column
  8. distillationThe product (Rf = 0.1- 0.2 on silica t.l.c. (CHCl3)) was finally distilled

출처 및 근거

ORD 기록
ord-e6cf7232ea8649b1a38435e3869382f2
출처 데이터셋
uspto-grants-1978_01
특허 번호
US04070496

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