Hydrogen Bromide → HCID 69466050, compound

HRID 868736Notes

Reaction equation

HRID 868736 reaction equation
O[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=1.[BrH:10]>C(O)(=O)C>[Br-:10].[Br:10][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][NH+:5]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 76752-(2-Hydroxyethyl)pyridine

Product 1

HCID 69466050HCID 69466050, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
78 °C

Procedure

To a solution of 2-(2-hydroxyethyl)pyridine (3 ml, 26.6 mmol) was added 30 ml of 33% HBr in acetic acid. The yellow solution was heated in the capped vial at 78° C. for 2 days. The reaction was evaporated under high vacuum to produce a brown solid. The solid was re-crystallized from hot isopropanol to produce a light tan solid (73%). 1H NMR (500 MHz, dMSO): δ 3.62-3.65 (t, 2H), 3.95-3.98 (t, 2H), 7.95 (t,1H), 8.09-8.10 (d, 1H), 8.58 (t, 1H), 8.90 (d, 1H).

Workup

  1. customThe reaction was evaporated under high vacuum
  2. customto produce a brown solid
  3. customThe solid was re-crystallized from hot isopropanol

Sources & evidence

ORD record
ord-85bf6fa2c845440bb8f0fc4ed2803f37
Source dataset
uspto-grants-2015_03
Patent number
US08968708B2

Reaction notes

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