3-Hydroxybenzaldehyde → o-(Allyloxy)benzaldehyde
Reaction equation
[CH2:1]([O:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)CCl)[CH:2]=[CH2:3].[OH:13][C:14]1C=C(C=CC=1)C=O.C(Br)C=C.C(=O)([O-])[O-].[K+].[K+]>O>[CH2:1]([O:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:7][C:6]=1[CH:14]=[O:13])[CH:2]=[CH2:3]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
c:- (A) 3-Allyloxybenzyl chloride was obtained as follows: A mixture of 3-hydroxybenzaldehyde (6 g), allyl bromide (6.25 g), and potassium carbonate (8.82 g) in DENT (30 ml) was stirred for 18 hours, poured into water (100 ml) and extracted with diethyl ether (3×150 ml). The combined organic extracts were washed with water (2×150 ml) and brine (2×150 ml), dried (magnesium sulphate) filtered and evaporated to give 2-allyloxybenzaldehyde (7.2 g).
Workup
- extractionextracted with diethyl ether (3×150 ml)
- washThe combined organic extracts were washed with water (2×150 ml) and brine (2×150 ml)
- dry with materialdried (magnesium sulphate)
- filtrationfiltered
- customevaporated
Sources & evidence
- ORD record
- ord-5d08afe52dd04e98ab1eb47281d3a941
- Source dataset
- uspto-grants-1998_09
- Patent number
- US05811459
Reaction notes
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