HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → 1-{[(Methylsulfanyl)methoxy]methyl}naphthalene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Chloromethyl methyl sulfide | HCID 16916 | — |
| Reactant | 1-Naphthalenemethanol | HCID 20908 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 1-{[(Methylsulfanyl)methoxy]methyl}naphthalene | HCID 15650475 | 50% |
Reaction Steps
Methylthiomethyl 1-naphthylmethyl ether was prepared by the reaction of chloromethyl methyl sulfide with the sodium salt of naphthalene-1-methanol in DME in the presence of sodium iodide as described for analogous reactions by E. J. Corey and M. C. Bock in Tetrahedron letters 38 3269(1975); yield 50%, b.p. 105°-115° C./0.01 mmHg. 1H NMR (CDCl3): δ2.17 (Me), 4.70 (CH2S), 5.01 (CH2Naph), 7.1-8.2 (Naph).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04539324 |
| Source dataset | uspto-grants-1985_09 |
| ORD ID | ord-5b56c149de16436c93e31c66a72c174d |
| Source note | uspto-grants-1985_09 |