Methyl 3-(3-hydroxyphenyl)propionate → Methyl 3-(3-(4-bromo-3-chlorobenzyloxy)phenyl)propanoate

HRID 1662348Notes

Reaction equation

HRID 1662348 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]Br)=[CH:4][C:3]=1[Cl:10].[OH:11][C:12]1[CH:13]=[C:14]([CH2:18][CH2:19][C:20]([O:22][CH3:23])=[O:21])[CH:15]=[CH:16][CH:17]=1>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][O:11][C:12]2[CH:13]=[C:14]([CH2:18][CH2:19][C:20]([O:22][CH3:23])=[O:21])[CH:15]=[CH:16][CH:17]=2)=[CH:4][C:3]=1[Cl:10]

Participants

3

Reactant 2

HCID 1512675Methyl 3-(3-hydroxyphenyl)propionateHCID 129473921-Bromo-4-(bromomethyl)-2-chlorobenzene

Product 1

HCID 57705773Methyl 3-(3-(4-bromo-3-chlorobenzyloxy)phenyl)propanoate

Procedure

Compound 39.3 was synthesized using the procedure described above for preparing 1.1 using 1-bromo-4-(bromomethyl)-2-chlorobenzene 39.1 (available from Metina AB) and methyl 3-(3-hydroxyphenyl)propanoate 39.2 (available from Aagile Labs Division of Tyger Scientific). 1H NMR (400 MHz, CDCl3) δ ppm 7.63 (1H, d, J=8.2 Hz), 7.55 (1H, d, J=2.0 Hz), 7.17-7.24 (2H, m), 6.78-6.85 (3H, m), 4.99 (2H, s), 3.68 (3H, s) 2.94 (2H, t, J=7.8 Hz), 2.64 (2H, t, J=7.8 Hz).

Sources & evidence

ORD record
ord-aad4d4f3b44047418ea960702545597c
Source dataset
uspto-grants-2011_10
Patent number
US08030354B2

Reaction notes

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