HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 70507074, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | HCID 12392434 | HCID 12392434 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Product | HCID 70507074 | HCID 70507074 | — |
Reaction Steps
5-amino-6-benzyloxy-1,2,3,4-tetrahydro-1-naphthalenone (such as that disclosed in U.S. Pat. No. 4,035,512) is reacted with trimethylsilylcyanide followed by lithium aluminum hydride. The resultant 1-hydroxy-1- aminomethyl compound is dehydrated with HCl to give 1-aminomethyl-5-amino-6-benzyloxy-3,4-dihydronaphthalene HCl. This latter compound is reacted with trifluoro acetic anhydride to give 1-trifluoroacetylaminomethyl-5-amino-6-benzyloxy-3,4-dihydronaphthalene. This latter compound is formylated with formic acid and acetic anhydride and the trifluoroacetyl group is removed with Na2CO3 to yield 1-aminomethyl-5-formamido 6-benzyloxy-3,4-dihydronaphthalene HCl.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04473586 |
| Source dataset | uspto-grants-1984_09 |
| ORD ID | ord-c57777168ad542418d67d55b7a03949a |
| Source note | uspto-grants-1984_09 |