Ethanol → HCID 10909830, compound

HRID 1173758Notes

Reaction equation

HRID 1173758 reaction equation
Cl[C@H:2]([C@H:8]([OH:12])[CH2:9][CH2:10][CH3:11])[C:3]([O:5][CH2:6][CH3:7])=[O:4].C(O)C.C(=O)([O-])[O-].[K+].[K+]>C(OC)(C)(C)C>[CH2:9]([C@H:8]1[O:12][C@@H:2]1[C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH2:10][CH3:11]

Participants

5

Reactant 3

HCID 702EthanolHCID 11430Potassium CarbonateHCID 21669598HCID 21669598, compound

Product 1

HCID 10909830HCID 10909830, compoundYield 104.9%

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Conditions

Temperature
15 °C

Procedure

Ethyl (2R,3R)-2-chloro-3-hydroxyhexanoate (1.0 g, 5 mmol), ethanol (10 ml) and potassium carbonate (2.1 g, 15 mmol) were mixed, and the mixture was stirred at 15° C. for 14 hours. Methyl tert-butyl ether (20 ml) was added. The mixture was washed with water (10 ml) three times. The organic layer was concentrated under reduced pressure to obtain the title compound (0.83 g, yield: 100%).

Workup

  1. washThe mixture was washed with water (10 ml) three times
  2. concentrationThe organic layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a0e2ece933e3448495c9834afd1870b6
Source dataset
uspto-grants-2010_11
Patent number
US07834190B2

Reaction notes

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