HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → cis-3,8-Dimethyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluorene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | cis-8-Methyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluorene | HCID 16117548 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | cis-3,8-Dimethyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluorene | HCID 16117682 | — |
| Product | cis-8-Methyl-1,2,4,4a,9,9a-hexahydro-3-aza-fluorene-3-carboxylic acid ethyl ester | HCID 86611064 | — |
Reaction Steps
The title compound (9.0 mg, 0.044 mmol) was prepared by following the procedure of example 17. cis-8-Methyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluorene (16 mg, 0.085 mmol) was reacted with ethyl chloroformate (18.5 mg, 0.17 mmol) and Et3N (43 mg, 0.43 mmol) in CH2Cl2 (0.5 mL) to give cis-8-methyl-1,2,4,4a,9,9a-hexahydro-3-aza-fluorene-3-carboxylic acid ethyl ester (12 mg, 0.046 mmol) which was reduced with LiAlH4 (3.5 mg, 0.093 mmol) in THF (1 mL): MS (ES) 202.2 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795436B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-d738f575107848e7a714aff16f940529 |
| Source note | uspto-grants-2010_09 |