1,2-Dibromoethane → 2-(4-Benzoxy-3-fluorophenoxy)ethyl bromide

HRID 1955212Notes

Reaction equation

HRID 1955212 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][C:10]=1[F:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[Br:23][CH2:24][CH2:25]Br>>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:25][CH2:24][Br:23])=[CH:11][C:10]=1[F:16])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 14903134-(Benzyloxy)-3-fluorophenol

Product 1

HCID 232942572-(4-Benzoxy-3-fluorophenoxy)ethyl bromide

Procedure

2-(4-Benzyloxy-3-fluorophenoxy)ethyl bromide was prepared from 4-benzyloxy-3-fluorophenol (5.45 g, 0.025 mol), potassium carbonate (8.63 g, 0.625 mol) and 25 mL of 1,2-dibromoethane as a pale yellow solid (6.6 g, 81%): mp 63-65° C. 1H NMR (CDCl3) 3.606 (t, J=6.3 Hz, 2 H), 4.218 (t, J=6.3 Hz, 2 H), 5.082 (s, 2 H), 6.582 (m, 1 H), 6.699 (m, 1 H), 6.914 (m, 1 H), 7.318-7.440 (m, 5 H).

Sources & evidence

ORD record
ord-6d3f8f6f24a14a4990384cbb50b3ff0f
Source dataset
uspto-grants-2000_09
Patent number
US06124323

Reaction notes

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