Chloride → HCID 11208673, compound

HRID 842443Notes

Reaction equation

HRID 842443 reaction equation
O[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.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.N1C=CN=C1.[I:38]I.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.N1C(C)=CC=CC=1C.II.[Cl-]>C(Cl)(Cl)(Cl)Cl>[I:38][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

6

Reactant 4

HCID 312ChlorideHCID 11171416HCID 11171416, compoundHCID 131723184HCID 131723184, compoundHCID 131723185HCID 131723185, compound

Product 1

HCID 11208673HCID 11208673, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

reacting said ethyl (1R,2R,5S)-5-hydroxy-2-methylcyclohexane-1-carboxylate (12) with Ph3P-imidazole-I2 (or Ph3P-2,6-lutidine-I2) in a carbon tetrachloride/methlylene chloride mixture to produce ethyl (1R,2R,5R)-5-iodo-2-methylcyclohexane-1-carboxylate (4a).

Sources & evidence

ORD record
ord-9feb0013aa3e4c2c9d55c16ea45d9ecd
Source dataset
uspto-grants-2002_04
Patent number
US06375943B1

Reaction notes

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