HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorotrimethylsilane → Dimethyl 3,3'-(((3-formylphenyl)methylene)bis(sulfanediyl))dipropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | Methyl 3-mercaptopropionate | HCID 18050 | — |
| Reactant | Isophthalaldehyde | HCID 34777 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | Dimethyl 3,3'-(((3-formylphenyl)methylene)bis(sulfanediyl))dipropanoate | HCID 10021188 | 46.8% |
Reaction Steps
To a solution of isophthalaldehyde (40 g, 0.3 mol.) in chloroform (400 mL) and methyl 3-mercaptopropanoate (68 mL, 0.6 mol.) was added dropwise trimethylsilyl chloride (48 mL, 0.38 mol.) over 30 min. The reaction mixture was stirred at R.T. for 2 hours. The reaction was quenched with 25% aq. NH4OAc, extracted with ethyl acetate dried and evaporated. Flash chromatography of the residue afforded 50 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04851409 |
| Source dataset | uspto-grants-1989_07 |
| ORD ID | ord-be33ec09c8e1457ba75a4b286ca57168 |
| Source note | uspto-grants-1989_07 |