HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → 4-[1-(4-Bromo-3-[1,3]dioxan-2-yl-phenoxy)-3-methyl-butyl]-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | 4-Bromo-3-[1,3]dioxan-2-yl-phenol | HCID 21573146 | — |
| Reactant | Methyl 4-(1-hydroxy-3-methylbutyl)benzoate | HCID 59518172 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-[1-(4-Bromo-3-[1,3]dioxan-2-yl-phenoxy)-3-methyl-butyl]-benzoic acid methyl ester | HCID 67153378 | — |
Reaction Steps
To a solution of 4-(1-hydroxy-3-methyl-butyl)-benzoic acid methyl ester (1600 mg, 7.21 mmol) in toluene (72 mL) is added 1,1′-(azodicarbonyl)dipiperidine (ADDP, 2728 mg, 10.81 mmol) at 0° C., followed by the additions of tributylphosphine (2.69 mL, 10.81 mmol) and 4-bromo-3-[1,3]dioxan-2-yl-phenol (2240 mg, 8.65 mmol). The reaction mixture is warmed up to room temperature and stirred overnight. The mixture is loaded on silica gel, eluted with hexanes with a gradient from 0% of ethyl acetate to 50% of ethyl acetate giving the titled compound (1000 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07816557B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-5022f146b97942088a9c861f2cae00bd |
| Source note | uspto-grants-2010_10 |