Cyclohexanol → Cyclohexyl 5-amino-4-oxopentanoate--hydrogen chloride (1/1)

Reaction equation

[CH:1]1([OH:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[NH2:9][CH2:10][C:11](=[O:17])[CH2:12][CH2:13][C:14](O)=[O:15].S(Cl)([Cl:20])=O>>[ClH:20].[NH2:9][CH2:10][C:11](=[O:17])[CH2:12][CH2:13][C:14]([O:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:15]

Participants

Reactant 3

HCID 7966Cyclohexanol

HCID 24386Thionyl Chloride

HCID 123608Aminolevulinic Acid Hydrochloride

Product 1

HCID 22253131Cyclohexyl 5-amino-4-oxopentanoate--hydrogen chloride (1/1)

Procedure

From cyclohexanol (6.0 ml) and 5-amino-4-oxopentanoic acid hydrochloride (1.0 g; 6.0 mmol) at 80° C. Thionyl chloride was added at room temperature. The reaction was complete after 3 h. The yield was 1.48 g (99%).

Workup

customat 80° C

Sources & evidence

ORD record: ord-5209c24895974ec8ab136fcd064e1015
Source dataset: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07287646B2

Reaction notes

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