1-Bromopropane → 6-Pentyl-6-methyl-2-oxo-1,4-oxathiane-3-acetic acid n-propyl ester

HRID 1703807Notes

Reaction equation

HRID 1703807 reaction equation
[Na].[CH2:2]([C:7]1([CH3:18])[O:12][C:11](=[O:13])[CH:10]([CH2:14][C:15]([OH:17])=[O:16])[S:9][CH2:8]1)[CH2:3][CH2:4][CH2:5][CH3:6].Br[CH2:20][CH2:21][CH3:22]>C(O)C.C(OCC)C>[CH2:20]([O:16][C:15](=[O:17])[CH2:14][CH:10]1[S:9][CH2:8][C:7]([CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])([CH3:18])[O:12][C:11]1=[O:13])[CH2:21][CH3:22]

Participants

6

Reactant 3

HCID 78401-BromopropaneHCID 5360545SodiumHCID 227607726-Pentyl-6-methyl-2-oxo-1,4-oxathiane-3-acetic acid

Product 1

HCID 539258356-Pentyl-6-methyl-2-oxo-1,4-oxathiane-3-acetic acid n-propyl ester

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

1.41 g of the sodium salt of 6-pentyl-6-methyl-2-oxo-1,4-oxathiane-3-acetic acid and 0.63 g of 1-bromopropane are boiled for 1 hour in a mixture of 15 ml of dry ethanol and 5 ml of dry diethyl ether. The mixture is further stirred for 1 hour at room temperature. It is permitted to stand for about 12 hours at 0° and filtered. After distilling off the solvent, 6-pentyl-6-methyl-2-oxo-1,4-oxathiane-3-acetic acid n-propyl ester is obtained.

Workup

  1. waitto stand for about 12 hours at 0°
  2. filtrationfiltered
  3. distillationAfter distilling off the solvent

Sources & evidence

ORD record
ord-bb91d76de6ad4a7e90aee2d8e9941285
Source dataset
uspto-grants-1978_11
Patent number
US04125622

Reaction notes

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