Hydrochloric Acid → 2-Benzoylcyclohexanone

HRID 1047353Notes

Reaction equation

C1(N2CC[O:10]CC2)CCCCC=1.C(N(CC)CC)C.[C:20](Cl)(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.Cl.[C:30]1(C)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[C:20]([CH:31]1[CH2:32][CH2:33][CH2:34][CH2:35][C:30]1=[O:10])(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

Reactant 5

HCID 313Hydrochloric Acid

HCID 1140Toluene

HCID 7412Benzoyl chloride

HCID 8471Triethylamine

HCID 69589Morpholine, 4-(1-cyclohexen-1-yl)-

Product 1

HCID 2756272-BenzoylcyclohexanoneYield 50%

Procedure

Compound IVc is obtained in 50% yield as a yellow powder, according to Example 4, from 4-cyclohex-1-enyl-morpholine (40.96 g, 0.25 mol, obtained in Example 1), triethylamine (35.35 g, 0.35 mol), benzoyl chloride (49.19 g, 0.35 mol), toluene (380 mL) and 20% aqueous HCl (125 mL).

Workup

customCompound IVc is obtained in 50% yield as a yellow powder

Sources & evidence

ORD record: ord-0535f32043114f7ba711f45b5d0d8964
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08569518B2

Reaction notes

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