Carbon tetrabromide → 2-Bromomethyl-3,4,5-trimethyl-pyridine

HRID 722110Notes

Reaction equation

HRID 722110 reaction equation
[CH3:1][C:2]1[C:3]([CH2:10]O)=[N:4][CH:5]=[C:6]([CH3:9])[C:7]=1[CH3:8].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:32]>ClCCl>[Br:32][CH2:10][C:3]1[C:2]([CH3:1])=[C:7]([CH3:8])[C:6]([CH3:9])=[CH:5][N:4]=1

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 167361203,4,5-Trimethyl-2-pyridinemethanol

Product 1

HCID 167350512-Bromomethyl-3,4,5-trimethyl-pyridine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound was obtained from reacting (3,4,5-trimethyl-pyridin-2-yl)-methanol with triphenyl phosphine and carbon tetrabromide in dichloromethane as described in the general procedure 2.5. HPLC Rt: 3.979 min. 1H-NMR (CDCl3): δ 8.18 (s, 1H), 4.63 (s, 2H), 2.35 (s, 3H), 2.48 (s, 3H), 2.24 (s, 3H).

Workup

  1. customThe compound was obtained

Sources & evidence

ORD record
ord-1e70a1b6fc8e4d288e3c3672851209d9
Source dataset
uspto-grants-2006_11
Patent number
US07138401B2

Reaction notes

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