3-Hydroxybenzaldehyde → 3-Benzyloxybenzaldehyde

HRID 1484086Notes

Reaction equation

HRID 1484086 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[CH2:10](Br)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH2:10]([O:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 1013-HydroxybenzaldehydeHCID 7498Benzyl Bromide

Product 1

HCID 743423-Benzyloxybenzaldehyde

Procedure

General procedure K was used to convert 3-hydroxybenzaldehyde (8.2 mmols) and benzyl bromide (12.3 mmols) to 1 (8.2 mmols, quant.)1H NMR (500 MHz, CDCl3) δ 9.98 (s, 1H), 7.51-7.44 (m, 4H), 7.44-7.39 (m, 1H), 7.38-7.33 (m, 1H), 7.26 (ddd, J=1.8, 3.5, 4.2, 1H), 5.13 (s, 2H). 13C NMR (126 MHz, CDCl3) δ 192.08, 159.29, 137.81, 136.29, 130.13, 128.68, 128.22, 127.56, 123.70, 122.20, 113.22, 77.31, 77.06, 76.80, 70.20.

Sources & evidence

ORD record
ord-e3dc81c386544f29ba7ee5f414bb4406
Source dataset
uspto-grants-2016_08
Patent number
US09421177B2

Reaction notes

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