t-Butyl 3,4-dihydro-2H-quinoline-1-carboxylate
- Product Name
- t-Butyl 3,4-dihydro-2H-quinoline-1-carboxylate
- CAS No.
- 123387-53-1
- Chemical Name
- t-Butyl 3,4-dihydro-2H-quinoline-1-carboxylate
- Synonyms
- 1-BOC-1,2,3,4-Tetrahydroquinoline;t-Butyl 3,4-dihydro-2H-quinoline-1-carboxylate;tert-butyl 3,4-dihydro-2H-quinoline-1-carboxylate;tert-Butyl 3,4-dihydroquinoline-1(2H)-carboxylate;tert-butyl 1,2,3,4-tetrahydroquinoline-1-carboxylate;1(2H)-Quinolinecarboxylic acid, 3,4-dihydro-, 1,1-dimethylethyl ester
- CBNumber
- CB52563650
- Molecular Formula
- C14H19NO2
- Formula Weight
- 233.31
- MOL File
- 123387-53-1.mol
t-Butyl 3,4-dihydro-2H-quinoline-1-carboxylate Property
- Boiling point:
- 325.9±12.0 °C(Predicted)
- Density
- 1.087±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 0.88±0.20(Predicted)
- Appearance
- Light yellow to light brown Liquid
N-Bromosuccinimide Price
- Product number
- B700730
- Product name
- tert-Butyl3,4-Dihydroquinoline-1(2H)-carboxylate
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- P000088205
- Product name
- tert-Butyl 3,4-dihydroquinoline-1(2H)-carboxylate
- Purity
- 98%
- Packaging
- 1g
- Price
- $41
- Updated
- 2021/12/16
- Product number
- P000088205
- Product name
- tert-Butyl 3,4-dihydroquinoline-1(2H)-carboxylate
- Purity
- 98%
- Packaging
- 5g
- Price
- $141
- Updated
- 2021/12/16
- Product number
- P000088205
- Product name
- tert-Butyl 3,4-dihydroquinoline-1(2H)-carboxylate
- Purity
- 98%
- Packaging
- 10g
- Price
- $255
- Updated
- 2021/12/16
- Product number
- Z8714
- Product name
- 1-BOC-1,2,3,4-Tetrahydroquinoline
- Packaging
- 10g
- Price
- $271
- Updated
- 2021/12/16
t-Butyl 3,4-dihydro-2H-quinoline-1-carboxylate Chemical Properties,Usage,Production
Synthesis
635-46-1
24424-99-5
123387-53-1
GENERAL STEPS: 1,2,3,4-tetrahydroquinoline (626 mg, 4.7 mmol) was dissolved in acetonitrile (15 mL) under nitrogen protection, and triethylamine (1.3 mL, 9.3 mmol) and 4-dimethylaminopyridine (DMAP, 112 mg, 0.19 mmol) were added sequentially. Subsequently, di-tert-butyl dicarbonate (1.181 g, 5.4 mmol) was slowly added to the reaction system. The reaction mixture was stirred at room temperature for 1.5 hours and then warmed up to 55 °C to continue the reaction overnight. After completion of the reaction, the mixture was cooled to room temperature and concentrated under reduced pressure to remove the solvent. The residue was extracted by partitioning with ethyl acetate (25 mL) and 1M hydrochloric acid (25 mL). The organic phase was separated and washed sequentially with 1M hydrochloric acid (2 x 25 mL) and saturated saline (25 mL). The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel fast column chromatography (Combiflash system, elution gradient: 0% to 40% ethyl acetate/hexane) to afford tert-butyl 3,4-dihydroquinoline-1(2H)-carboxylate (139 mg, 13% yield) as a colorless oil.
References
[1] Chemistry - A European Journal, 2016, vol. 22, # 36, p. 12891 - 12903
[2] Patent: WO2015/48553, 2015, A1. Location in patent: Page/Page column 15; 32
[3] Tetrahedron, 2015, vol. 71, # 29, p. 4738 - 4744
[4] Organic and Biomolecular Chemistry, 2018, vol. 16, # 11, p. 1971 - 1975
[5] Chemistry - A European Journal, 2018, vol. 24, # 32, p. 8051 - 8055
t-Butyl 3,4-dihydro-2H-quinoline-1-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
t-Butyl 3,4-dihydro-2H-quinoline-1-carboxylate Suppliers
- Tel
- 8485655694
- sales@alchempharmtech.com
- Country
- United States
- ProdList
- 63687
- Advantage
- 58
- Tel
- --
- Fax
- --
- sales@combi-blocks.com
- Country
- United States
- ProdList
- 6618
- Advantage
- 69