Water → HCID 21423413, compound

HRID 259202Notes

Reaction equation

HRID 259202 reaction equation
O.S(=O)(=O)(O)O.[Cl:7][CH2:8][CH:9]([OH:15])[CH2:10][O:11][CH2:12][CH2:13][CH3:14]>CC(C)=O.[O-2].[O-2].[O-2].[Cr+6].[Cr]>[Cl:7][CH2:8][C:9]([CH2:10][O:11][CH2:12][CH2:13][CH3:14])=[O:15]

Participants

7

Reactant 3

HCID 962Water3×HCID 1118Sulfuric AcidHCID 2435531-Chloro-3-propoxy-2-propanol

Product 1

HCID 21423413HCID 21423413, compoundYield 94.7%

Reagents, catalysts & solvents 3

HCID 23976ChromiumCatalystHCID 10219390chromium (VI) trioxideCatalystHCID 180AcetoneSolvent

Procedure

8N Jones'reagent [30 ml.; prepared by mixing chromium trioxide (8.0 g.), water (15 ml.) and concentrated sulphuric acid (7.5 ml.) and then dilution with water to 30 ml. volume] was added dropwise to a stirred solution of 1-chloro-2-hydroxy-3-propoxypropane (9.1 g.) in acetone (30 ml.) over a period of 30 minutes, keeping the reaction temperature at 20° C. The mixture was then stirred for 4 hours, and then sufficient water to dissolve the precipitated chromium salts was added. The mixture was extracted three times with diethyl ether and the ether extracts dried over sodium sulphate, concentrated under reduced pressure, redried, and reconcentrated to give crude 1-chloro-3-propoxyacetone (8.5 g.).

Workup

  1. customprepared
  2. customat 20° C
  3. additionwas added
  4. extractionThe mixture was extracted three times with diethyl ether
  5. dry with materialthe ether extracts dried over sodium sulphate
  6. concentrationconcentrated under reduced pressure
  7. customredried

Sources & evidence

ORD record
ord-aabaacf4c0ca4cecb661f0d684be0442
Source dataset
uspto-grants-1977_07
Patent number
US04036872

Reaction notes

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