Bromine → (R)-(-)-5-Bromo-2-(1-methylheptyloxy)benzonitrile

HRID 651306Notes

Reaction equation

HRID 651306 reaction equation
[CH3:1][C@@H:2]([O:9][C:10]1[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=1[C:12]#[N:13])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].BrBr.[Br:20]C1C=CC(OC[C@@H](C)CC)=C(C=1)C#N>C(Cl)(Cl)Cl>[Br:20][C:15]1[CH:16]=[CH:17][C:10]([O:9][C@H:2]([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])=[C:11]([CH:14]=1)[C:12]#[N:13]

Participants

5

Reactant 3

HCID 24408BromineHCID 21308782(R)-(-)-2-(1Methylheptyloxy)benzonitrileHCID 53787839(S)-(+)-5-Bromo-2-(2-methylbutyloxy)benzonitrile

Product 1

HCID 53905579(R)-(-)-5-Bromo-2-(1-methylheptyloxy)benzonitrile

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Quantities: compound 40 (12.34 g, 0.054 mol), bromine (17.15 g, 0.0107 mol), chloroform (100 ml). The experimental procedure was as described for the preparation of compound 41. The crude product was purified by column chromatography (20% petrol/dichloromethane) to give a fawn oil.

Workup

  1. customThe crude product was purified by column chromatography (20% petrol/dichloromethane)
  2. customto give a fawn oil

Sources & evidence

ORD record
ord-2852928170f24de9af50cd9536d74e04
Source dataset
uspto-grants-2001_08
Patent number
US06278028B1

Reaction notes

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