HuagongsheHuagongshe Chemistry Print Report · For research reference only
Monomethyl terephthalate → HCID 59006939, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Monomethyl terephthalate | HCID 15513 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | HCID 59006942 | HCID 59006942 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59006939 | HCID 59006939 | — |
Reaction Steps
A mixture of 1 mmol of terephthalic acid monomethyl ester, 5 mmol of ethyl di-isopropylamine and 1.1 mmol of O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluroniumhexafluoro-phosphate (HBTU) in 20 ml of dichloromethane is stirred for 30 min at RT. After addition of 1.1 mmol of (3R,4R)-3-(3-ethoxy-4-methoxy-phenyl)-tetrahydro-pyran-4-ylamine the suspension is stirred over night at RT. The mixture is concentrated under reduced pressure and the solid residue is purified by column chromatography on SiO2 (dichloromethane/ethyl acetate 85/15 vol/vol), the main product fraction is separated and concentrated yielding the title compound as grayish solid residue. M.p. 166-167.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07838521B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-31a7bcc9040a44fd8e7b54050c6242a5 |
| Source note | uspto-grants-2010_11 |