Ammonium Chloride → HCID 21515717, compound

HRID 1657496Notes

Reaction equation

HRID 1657496 reaction equation
[Mg].[CH:2]1(Br)[CH2:4][CH2:3]1.[CH:6]([O:9][CH2:10][CH2:11][C:12](=[O:14])[CH3:13])([CH3:8])[CH3:7].[Cl-].[NH4+]>O1CCCC1>[CH:2]1([C:12]([OH:14])([CH2:11][CH2:10][O:9][CH:6]([CH3:8])[CH3:7])[CH3:13])[CH2:4][CH2:3]1

Participants

6

Reactant 4

HCID 25517Ammonium ChlorideHCID 78037BromocyclopropaneHCID 5383754-Isopropoxy-2-butanoneHCID 5462224Magnesium

Product 1

HCID 21515717HCID 21515717, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To the Grignard reagent [production according to E. Renk et al. J. Am. Chem. Soc. 83, 1987 (1961)], from 9.06 g (0.37 mol) of magnesium and 42.8 g (0.35 mol) of cyclopropyl bromide in 460 cc of absolute tetrahydrofurane, is added dropwise at 5°C over the course of 10 minutes, in an atmosphere of nitrogen and while stirring, a solution of 46 g (0.35 mol) of 4-isopropoxy-2-butanone in 100 cc of absolute tetrahydrofurane. After stirring the reaction mixture at room temperature for 20 hours, saturated ammonium chloride solution and ice are added and the mixture is extracted with ether. The ether extract is washed with saturated salt solution, dried over sodium sulphate and the ether evaporated off. The resulting 2-cyclopropyl-4-isopropoxy-2-butanol is obtained after distillation at 75°-79°/12 mm as a colourless oil.

Workup

  1. stirringAfter stirring the reaction mixture at room temperature for 20 hours
  2. extractionthe mixture is extracted with ether
  3. extractionThe ether extract
  4. washis washed with saturated salt solution
  5. dry with materialdried over sodium sulphate
  6. customthe ether evaporated off

Sources & evidence

ORD record
ord-eb713b2464524ce9a94e84cf28dddee9
Source dataset
uspto-grants-1976_06
Patent number
US03960906

Reaction notes

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