HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 13-Oxo-22-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)docosanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 77315 | HCID 77315 | — |
| Reactant | 6-(9-Chloroformylnonyl)-2,3-dimethoxy-5-methylphenyl acetate | HCID 20431166 | — |
| Reactant | HCID 20431171 | HCID 20431171 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 13-Oxo-22-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)docosanoic acid | HCID 13370510 | 73.2% |
Reaction Steps
In the presence of triethylamine (14.3 ml), 6-(9-chloroformylnonyl)-2,3-dimethoxy-5-methylphenyl acetate (36.9 g) is reacted with 1-morpholino-1-cyclododecene (24.3 g) as in the corresponding step of Reference Example 5. The reaction product is treated with 6N--HCl (47 ml) and the resultant 2-[10-(2-acetoxy-3,4-dimethoxy-6-methylphenyl)decanoyl]cyclododecanone (46.3 g) is hydrolyzed with a 6N-aqueous solution of sodium hydroxide to obtain 32.4 g of 13-oxo-22-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)docosanoic acid, m.p. 63°-64° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04495104 |
| Source dataset | uspto-grants-1985_01 |
| ORD ID | ord-8fa3b4f7d60948a1b821e24d53e35903 |
| Source note | uspto-grants-1985_01 |