Propylene Oxide → 2-(1-Cyclohexylpropoxy)-2-methylpropyl propionate

HRID 1829592Notes

Reaction equation

HRID 1829592 reaction equation
[CH:1]1([C:7]([OH:10])([CH3:9])C)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:11]1([Mg]Cl)[CH2:16][CH2:15]CCC1.[CH:19]1(C(O)C)CCCCC1.C1OC1C.C(OC(=O)C)(=O)C.[C:39]([O:43][C:44](=O)CC)(=[O:42])[CH2:40][CH3:41]>CC(C)=O>[C:39]([O:43][CH2:44][C:16]([O:10][CH:7]([CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)[CH2:9][CH3:19])([CH3:15])[CH3:11])(=[O:42])[CH2:40][CH3:41]

Participants

8

Reactant 6

HCID 6378Propylene OxideHCID 7918Acetic AnhydrideHCID 31263Propionic anhydrideHCID 85531Cyclohexanemethanol, alpha,alpha-dimethyl-HCID 1378291-CyclohexylethanolHCID 178478990HCID 178478990, compound

Product 1

HCID 684355572-(1-Cyclohexylpropoxy)-2-methylpropyl propionate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The following compounds of Examples 6 and 7 were prepared analogously to the methods described under Example 1, except that the alcohol component used was 2-cyclohexyl-2-propanol, which can be prepared from cyclohexylmagnesium chloride and acetone by a Grignard reaction, instead of 1-cyclohexyl-1-ethanol. Furthermore, propylene oxide was used instead of isobutylene oxide. The esterification was carried out with acetic anhydride (Example 6) or propionic anhydride (Example 7). Thus, only the spectroscopic data are given at this point:

Sources & evidence

ORD record
ord-49d23bbc67fc4dd8ac83b1cac993692c
Source dataset
uspto-grants-2006_06
Patent number
US07064102B2

Reaction notes

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