Hydrochloric Acid → HCID 10867638, compound
Reaction equation
[CH2:1]([O:8][C:9]1[C:16]([CH3:17])=[CH:15][CH:14]=[CH:13][C:10]=1C=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC1C=CC=C(C(OO)=[O:26])C=1.C(=O)(O)[O-].[Na+].[OH-].[Na+].Cl>C(Cl)Cl>[CH2:1]([O:8][C:9]1[C:16]([CH3:17])=[CH:15][CH:14]=[CH:13][C:10]=1[OH:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
Procedure
2-Benzyloxy-3-methylbenzaldehyde prepared by the above 2-(1) 20.0 g (88.4 mmol) was dissolved in methylene chloride 100 ml and thereto was added m-chloroperbenzoic acid 16.8 g (97.2 mmol). The mixture was reacted at 20° C. under stirring for 10 hours. After disappearance of the raw material, the solution was neutralized with a saturated sodium bicarbonate solution and extracted with methylene chloride. To the extract (2-benzyloxy-3-formyloxytoluene) was added a 10% sodium hydroxide solution 38.9 g (97.2 mmol) in the ice bath and the mixture was stirred for 3 hours. The reaction mixture was neutralized with a 5% hydrochloric acid solution and extracted with methylene chloride. The solvent was removed in vacuo and the residue was purified in the same manner as in the above mentioned 3-(1) to give 2-benzyloxy-3-methylphenol 16.7 g (yield: 88%).
Workup
- customThe mixture was reacted at 20° C.
- extractionextracted with methylene chloride
- extractionTo the extract (2-benzyloxy-3-formyloxytoluene)
- stirringthe mixture was stirred for 3 hours
- extractionextracted with methylene chloride
- customThe solvent was removed in vacuo
- customthe residue was purified in the same manner as in the
Sources & evidence
- ORD record
- ord-bf6f37db8a1e447ea67831c21028fb6f
- Source dataset
- uspto-grants-2000_06
- Patent number
- US06080895
Reaction notes
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