Hydrochloric Acid → Benzoyl chloride

HRID 1047355Notes

Reaction equation

C1(N2CC[O:10]CC2)CCCCC=1.C(N(CC)CC)C.[ClH:20].[C:21]1([CH3:27])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[C:27]([Cl:20])(=[O:10])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

Reactant 4

HCID 313Hydrochloric Acid

HCID 1140Toluene

HCID 8471Triethylamine

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

Product 1

HCID 7412Benzoyl chlorideYield 35%

Procedure

Compound IV′c is obtained in 35% yield as a yellow powder, according to Example 4, from morpholino-enamine III′ (36.89 g, 0.17 mol, obtained in Example 2), triethylamine (24.25 g, 0.24 mol), benzoyl chloride (33.73 g, 0.24 mol), toluene (260 mL) and 20% aqueous HCl (85 mL).

Workup

customCompound IV′c is obtained in 35% yield as a yellow powder

Sources & evidence

ORD record: ord-1a2715d926314ee09adf3be5fb866369
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08569518B2

Reaction notes

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