Sodium Carbonate → HCID 2859367, compound
Reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH:13]=[CH2:14])=[CH:8][C:7]=1[O:15][CH3:16])[CH:2]1[O:4][CH2:3]1.C([O-])([O-])=[O:18].[Na+].[Na+]>O>[CH2:12]([C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:1][CH:2]([OH:4])[CH2:3][OH:18])=[C:7]([O:15][CH3:16])[CH:8]=1)[CH:13]=[CH2:14]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
A 3,000 mL, 3-necked, round-bottom flask was equipped with a mechanical stirrer, a reflux condenser and a 250 mL addition funnel. The flask was charged with H2O (1,500 mL) and 70% HClO4 (1 mL) and heated to ca. 80° C. while stirring vigorously (ca. 750 rpm). 4-Allyl-2-methoxyphenyl glycidyl ether was placed in the addition funnel and was added dropwise to the reaction mixture over a 4-5 hour period. The reaction mixture was stirred for 48 hours at ca. 80° C. The mixture was then allowed to cool and was neutralized with 5% Na2CO3. The phases were separated and the aqueous phase extracted with CH2Cl2 (1,500 mL). The CH2Cl2 and H2 were removed from the 3-(4-allyl-2-methoxyphenoxy)-1,2-propanediol, i.e., ##STR23## by evaporation in vacuo to yield a pale amber oil (355 g, 97%) which crystallized on standing; mp 77°-79° C. (recrystallized from benzend).
Workup
- customA 3,000 mL, 3-necked, round-bottom flask was equipped with a mechanical stirrer, a reflux condenser and a 250 mL addition funnel
- additionwas added dropwise to the reaction mixture over a 4-5 hour period
- stirringThe reaction mixture was stirred for 48 hours at ca. 80° C
- temperatureto cool
- customThe phases were separated
- extractionthe aqueous phase extracted with CH2Cl2 (1,500 mL)
- customThe CH2Cl2 and H2 were removed from the 3-(4-allyl-2-methoxyphenoxy)-1,2-propanediol, i.e., ##STR23## by evaporation in vacuo
Sources & evidence
- ORD record
- ord-53dba5e4df45464c9092b21ef5e09242
- Source dataset
- uspto-grants-1984_10
- Patent number
- US04474963
Reaction notes
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