1-Butanol → HCID 18172638, compound
Reaction equation
[CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.B(F)(F)F.C([O:15]O)(C)(C)C.[CH2:17]([OH:21])[CH2:18][CH2:19][CH3:20]>>[CH2:17]([O:21][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[OH:15])[CH2:18][CH2:19][CH3:20]Participants
5
Conditions
- Temperature
- 60 °C
Procedure
Cyclohexene (0.05 mole; 4.1 g) and MoO2(acac)2 (0.5 mmol; 162 mg) were dissolved in anhydrous 1-butanol (30 ml). There was then added one spatulaful of dry mole sieve (4 Å) followed by heating to 60° C. There was added 0.08 ml of BF3 etherate (≈0.5 mmol) followed by the dropwise addition of anhydrous tert-butyl hydroperoxide (0.06 mole; 3M in decane, 20 ml) in 30 minutes. The mixture was allowed to afterreact for 16 hours. The product then was further treated as described in Example 1. According to GC analysis, the 2-butoxy-cyclohexanol yield was 53% of theoretical, relative to cyclohexene.
Workup
- additionThere was then added one spatulaful of dry mole sieve (4 Å)
- additionThe product then was further treated
Sources & evidence
- ORD record
- ord-ed0f1bf10f1845229782b0ac77917398
- Source dataset
- uspto-grants-2003_08
- Patent number
- US06608230B2
Reaction notes
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