6-Methylcyclohex-3-ene-1-carboxylic acid → HCID 11208673, compound

Reaction equation

[I:1][CH:2]1[CH2:7][CH:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:5]([CH3:13])[CH2:4][CH2:3]1.CC1C(C(O)=O)CC=CC1>>[I:1][C@H:2]1[CH2:7][C@@H:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C@H:5]([CH3:13])[CH2:4][CH2:3]1

Participants

Reactant 2

HCID 2212786-Methylcyclohex-3-ene-1-carboxylic acid

HCID 14833761HCID 14833761, compound

Product 1

HCID 11208673HCID 11208673, compound

Procedure

Ethyl(1SR,2SR,5SR)-5-iodo-2-methylcyclohexane-1-carboxylate (4) was generated in an analogous manner from racemic (1RS, 6RS)-6-methyl-3-cyclohexene-1-carboxylic acid.

Sources & evidence

ORD record: ord-3d7c48123fc547fd8c3bc9c00c435e87
Source dataset: uspto-grants-2002_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06375943B1

Reaction notes

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