Allyl iodide → HCID 66707728, compound

HRID 656218Notes

Reaction equation

HRID 656218 reaction equation
[C:1]([O:5][C:6](=[O:14])[NH:7][CH:8]1[CH2:13][CH2:12][CH:11]=[CH:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[CH2:15](I)[CH:16]=[CH2:17]>C1CCCCC1.C(OCC)(=O)C>[C:1]([O:5][C:6](=[O:14])[N:7]([CH2:17][CH:16]=[CH2:15])[CH:8]1[CH2:13][CH2:12][CH:11]=[CH:10][CH2:9]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 11166Allyl iodideHCID 11063381tert-Butyl cyclohex-3-en-1-ylcarbamate

Product 1

HCID 66707728HCID 66707728, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 21867204Cyclohexane ethylacetateSolvent

Procedure

Cyclohex-3-enyl-carbamic acid tert-butyl ester (Kampferer, P.; Vasella, A. Helvetica Chimica Acta 2004, 87, 2764-2789) (3 g, 15.2 mmol) and allyl iodide (1.4 ml, 15.2 mmol) were treated overnight according to the method of Example 7 Step A. After work up and chromatography of the reaction mixture (silica, cyclohexane/ethyl acetate=10/1) the title compound (Rf=0.55, 2.0 g, 55% yield) was obtained as colorless solid.

Sources & evidence

ORD record
ord-52e952ed0aad43a1a341a3193647a1f5
Source dataset
uspto-grants-2011_12
Patent number
US08071643B2

Reaction notes

Loading…