1-Iodo-4-isocyanatobenzene → (R)-(4-iodo-phenyl)carbamic acid 1-cyclopropyl-ethyl ester
Reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[O:10])=[CH:4][CH:3]=1.[CH:11]1([C@H:14]([OH:16])[CH3:15])[CH2:13][CH2:12]1>C(Cl)Cl>[CH:11]1([C@H:14]([O:16][C:9](=[O:10])[NH:8][C:5]2[CH:6]=[CH:7][C:2]([I:1])=[CH:3][CH:4]=2)[CH3:15])[CH2:13][CH2:12]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a suspension of 4-iodophenylisocyanate (0.84 g, 3.5 mmol) in CH2Cl2 (6 mL) was added (R)-1-cyclopropylethanol (0.67 mL, 6.9 mmol). The solution was then directly subjected to silica gel chromatography (CH2Cl2) to provide (R)-(4-iodo-phenyl)carbamic acid 1-cyclopropyl-ethyl ester (1.05 g, 93%).
Sources & evidence
- ORD record
- ord-33c26789f9334faf8d19eb7b732ac835
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07781478B2
Reaction notes
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