Triphenylphosphine → HCID 15219974, compound

HRID 2083855Notes

Reaction equation

HRID 2083855 reaction equation
[Br:1]Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH2:22]([C@H:24]1[CH2:29][CH2:28][C@H:27]([CH:30]2[CH2:35][CH2:34][CH:33](O)[CH2:32][CH2:31]2)[CH2:26][CH2:25]1)[CH3:23]>C(#N)C>[Br:1][CH:33]1[CH2:34][CH2:35][CH:30]([CH:27]2[CH2:28][CH2:29][CH:24]([CH2:22][CH3:23])[CH2:25][CH2:26]2)[CH2:31][CH2:32]1

Participants

5

Reactant 3

HCID 11776TriphenylphosphineHCID 24408BromineHCID 178455721HCID 178455721, compound

Product 1

HCID 15219974HCID 15219974, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
5 °C

Procedure

102 ml of bromine are added dropwise over the course of 2 hours at 5-15° C. to 536 g of triphenylphosphine in 2000 ml of acetonitrile, the mixture is subsequently stirred at 5° C. for 1 hour, 422 g of 4-(trans-4-ethyl-cyclohexyl)cyclohexanol are added, and the mixture is stirred at RT for 24 hours. Conventional work-up gives 4′-bromo-4-ethylbicyclohexane, GC 94.7%.

Workup

  1. stirringthe mixture is stirred at RT for 24 hours

Sources & evidence

ORD record
ord-432ff21c4ec44296b24103780a81f382
Source dataset
uspto-grants-2004_04
Patent number
US06716491B2

Reaction notes

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