Cyclohexyl isocyanate → HCID 13763783, compound

HRID 1906630Notes

Reaction equation

HRID 1906630 reaction equation
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[C:2]1=[N:11][OH:12])[CH2:8]2.[CH:13]1([N:19]=[C:20]=[O:21])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>ClCCl>[CH:13]1([NH:19][C:20]([O:12][N:11]=[C:2]2[CH:1]3[CH2:10][CH:5]4[CH2:6][CH:7]([CH2:9][CH:3]2[CH2:4]4)[CH2:8]3)=[O:21])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 18502Cyclohexyl isocyanateHCID 64158Tricyclo[3.3.1.1(3,7)-]decanone, oxime

Product 1

HCID 13763783HCID 13763783, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
10 °C

Procedure

To a cooled solution (ice-water at 10° C.) of 2-adamantanone oxime (5.0 g, 0.03 mol) in 300 ml dichloromethane was added dropwise cyclohexyl isocyanate (3.77 g, 0.03 mol) in dichloromethane (25 ml). The resulting solution was stirred at 10° C. for 3-4 h, then the solvent was evaporated under reduced pressure to yield the title compound, tricyclo[3.3.1.13,7 ]decane-2-one O-[(cyclohexyl)aminocarbonyl]oxime. After repeated crystallization from ether-hexane, 6.2 g of the title compound were obtained as white crystals (m.p., 110°-112° C.).

Workup

  1. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-70e547296ba34008aa6ad0e4f6397fe1
Source dataset
uspto-grants-1987_03
Patent number
US04652680

Reaction notes

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