HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N-Bis(trimethylsilyl)trifluoroacetamide → 3-[[5-{5H-dibenzo[a,d]cyclohepten-5-yl}-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl]methyl]-5-[2-methoxyethoxymethyl]benzoic acid, ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N-Bis(trimethylsilyl)trifluoroacetamide | HCID 65279 | — |
| Reactant | 5-(5h-Dibenzo[a,d]cyclohepten-5-yl)-2,4(1h,3h)-pyrimidinedione | HCID 11098675 | — |
| Reactant | 3-Bromomethyl-5-[2-methoxyethoxymethyl]benzoic acid ethyl ester | HCID 70225152 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 3-[[5-{5H-dibenzo[a,d]cyclohepten-5-yl}-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl]methyl]-5-[2-methoxyethoxymethyl]benzoic acid, ethyl ester | HCID 131722428 | — |
Reaction Steps
A mixture of example 2 step (ii) (0.41 g) and bis[trimethylsilyl]trifluoroacetamide (0.73 g) in 1,2-dichloroethane (10 ml) was heated at reflux for 1 hour. The product from step (i) (0.45 g) was added and the mixture was heated at reflux for 7 hours. The mixture was evaporated and the residue purified by chromatography eluting with 30% ethyl acetate in isohexane. Yield 0.52 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06200981B1 |
| Source dataset | uspto-grants-2001_03 |
| ORD ID | ord-f5d728d4eaa54751a9796d53a8ad04a5 |
| Source note | uspto-grants-2001_03 |