HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Chloro-4-acetoxynonane → 8-Carbamoyl-12-hydroxy-13,13-dimethylheptadecanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Chloro-4-acetoxynonane | HCID 13104716 | — |
| Reactant | 1-Chloro-4-acetoxy-5,5-dimethylnonane | HCID 20386107 | — |
| Reactant | Ethyl 8carboxy-12-acetoxy-17,17,17-trifluoroheptadecanoate | HCID 21317557 | — |
| Reactant | 8-Carbamoyl-12-hydroxy16,16dimethylheptadecanoic acid | HCID 21401698 | — |
| Reactant | Di-tert.-butyl 2(4-acetoxy-5,5-dimethylnonyl)-2-(6-ethoxycarbonylhexyl)malonate | HCID 21401740 | — |
| Reactant | Ethyl 8-chlorocarbonyl-12-acetoxy-17,17,17-trifluoroheptadecanoate | HCID 21401748 | — |
| Reactant | Ethyl 8-carbamoyl-12-acetoxy-17,17,17-trifluoroheptadecanoate | HCID 21401752 | — |
| Product | 8-Carbamoyl-12-hydroxy-13,13-dimethylheptadecanoic acid | HCID 21401714 | — |
Reaction Steps
The synthesis of this compound is carried out as described in Example 1, except that, in Step B, the 1-chloro-4-acetoxynonane is replaced by an equimolar amount of 1-chloro-4-acetoxy-5,5-dimethylnonane (Example G, Step 3). The product of Step B is thus: di-tert.-butyl 2(4-acetoxy-5,5-dimethylnonyl)-2-(6-ethoxycarbonylhexyl)malonate. Subsequent steps yield: ethyl 8-carboxy-12-acetoxy-13,13-dimethylheptadecanoate (C); ethyl 8-chlorocarbonyl-12-acetoxy-13,13-dimethylheptadecanoate (D); ethyl carbamoyl-12-acetoxy-13,13-dimethylheptadecanoate (E); and 8-carbamoyl-12-hydroxy-13,13-dimethylheptadecanoic acid (F).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04055597 |
| Source dataset | uspto-grants-1977_10 |
| ORD ID | ord-13be16696df2445e913a9b92e4970ccd |
| Source note | uspto-grants-1977_10 |