HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methyl-3-butyn-2-ol → 4-(4-Carbo-tert.-butoxyphenyl)-2-methyl-3-butyn-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methyl-3-butyn-2-ol | HCID 8258 | — |
| Reactant | Tert-butyl 4-bromobenzoate | HCID 11334366 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 4-(4-Carbo-tert.-butoxyphenyl)-2-methyl-3-butyn-2-ol | HCID 19985662 | 71.1% |
Reaction Steps
257.1 g of 4-Bromobenzoic acid tert.-butyl ester, 168 g of 2-methyl-3-butyn-2-ol and 15.6 g of (Ph3P)2PdCl2 in 1.5 l of absolute acetonitrile and 480 ml of triethylamine are stirred together at reflux for 6 hours under nitrogen. The product is then concentrated by evaporation and worked up with toluene/H2O to yield 185 g of an oil which slowly crystallises.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05068300 |
| Source dataset | uspto-grants-1991_11 |
| ORD ID | ord-344a1f5b8d1045fc87c14d5deebee8c8 |
| Source note | uspto-grants-1991_11 |