m-Chloroperbenzoic acid → HCID 73357655, compound

HRID 656221Notes

Reaction equation

HRID 656221 reaction equation
[C:1]([O:5][C:6](=[O:15])[NH:7][CH:8]1[CH2:13][CH2:12][C:11](=[CH2:14])[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].ClC1C=CC=C(C(OO)=[O:24])C=1>>[C:1]([O:5][C:6](=[O:15])[NH:7][CH:8]1[CH2:9][CH2:10][C:11]2([O:24][CH2:14]2)[CH2:12][CH2:13]1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 44182358HCID 44182358, compound

Product 1

HCID 73357655HCID 73357655, compoundYield 93%

Procedure

(4-Methylene-cyclohexyl)-carbamic acid tert-butyl ester (Raju, B. et al, Bioorganic and Medicinal Chemistry Letters 2004, 14(12), 3103-3107) (2.3 g, 10.9 mmol) was treated with 3-chloroperbenzoic acid (70% purity, 3.76 g, 21.8 mmol, uncorrected) according to the method of Example 7 Step B. After work up the title compound was obtained (2.3 g, 93% yield) as a yellow solid.

Sources & evidence

ORD record
ord-8ef64eae007a4b8caa2f38956a9c41b5
Source dataset
uspto-grants-2011_12
Patent number
US08071643B2

Reaction notes

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