Sodium Methoxide → HCID 54173024, compound
Reaction equation
[CH2:1]([O:5][C:6]([NH:8][CH:9]=[CH:10][C:11]1[CH:16]=[CH:15][C:14]([O:17]C(=O)C)=[CH:13][CH:12]=1)=[O:7])[CH2:2][CH2:3][CH3:4].C[O-].[Na+]>CO>[CH2:1]([O:5][C:6]([NH:8][CH:9]=[CH:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)=[O:7])[CH2:2][CH2:3][CH3:4]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
12.5 g (0.045 mol) of p-(2-n-butoxycarbonylaminovinyl)-acetoxybenzene, after dissolving in 75 ml of absolute methanol, addition of a solution of 2.43 g (0.045 mol) of sodium methoxide in 50 ml of methanol, heating to 50°C for 15 minutes and subsequent evaporation to dryness in vacuo, yield the crude sodium salt of p-(2-n-butoxycarbonylaminovinyl)-phenol. This is heated to the boil with 45 ml of epichlorohydrin for 24 hours under a reflux condenser, whilst stirring. Thereafter, the excess epichlorohydrin is removed by vacuum distillation. The residue is partitioned between water and methylene chloride and the organic phase is separated off, dried over sodium sulphate and evaporated. 1-[p-(2-n-Butoxycarbonylaminovinyl)-phenoxy]-2,3-epoxy-propane of melting point 120°C (from ether) is obtained.
Workup
- customsubsequent evaporation to dryness in vacuo
Sources & evidence
- ORD record
- ord-1a7c143e030d469b8afabeb3cd944744
- Source dataset
- uspto-grants-1977_03
- Patent number
- US04014920
Reaction notes
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