Isopropanol → 2-Methoxycyclohexanone

HRID 1167410Notes

Reaction equation

CC[C@@H]1[C@@H]2C[C@@H]([C@H](O)C3[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)N=CC=3)N(CC2)C1.[OH-:23].[K+].[CH:25]([OH:28])(C)C>>[CH3:25][O:28][CH:16]1[CH2:17][CH2:18][CH2:19][CH2:20][C:21]1=[O:23]

Participants

Reactant 3

HCID 3776Isopropanol

HCID 14797Potassium Hydroxide

HCID 6914728Dihydrocinchonidine

Product 1

HCID 1109982-Methoxycyclohexanone

Procedure

Example 1 is repeated, except that isopropanol is used as solvent, 10 mg of hydrocinchonidine are used as modifier and 100 mg of catalyst are used. In addition, 7 mg of KOH are added. The yield is 0.75 g of product of 90% purity containing 10% solvent (88%).

Sources & evidence

ORD record: ord-e010689b0f104091b8a740251dbe85ca
Source dataset: uspto-grants-2003_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06617475B2

Reaction notes

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