tert-butyl 3-hydroxy-4-methylidenepiperidine-1-carboxylate
- Product Name
- tert-butyl 3-hydroxy-4-methylidenepiperidine-1-carboxylate
- CAS No.
- 159635-22-0
- Chemical Name
- tert-butyl 3-hydroxy-4-methylidenepiperidine-1-carboxylate
- Synonyms
- 2010-3-12;N-Boc-4-methylene-3-piperidinol;N-t-BOC-4-Methylene-3-Piperidinol;N-Boc-3-hydroxy-4-methylenepiperidine;1-Boc-3-hydroxy-4-Methylenepiperidine;1-Boc-3-hydroxy-4-methylenepiperidine - [H14885];tert-butyl3-hydroxy-4-methyleneiperidine-1-carboxylate;tert-Butyl 3-hydroxy-4-Methylenepiperidine-1-carboxylate;tert-butyl 3-hydroxy-4-methylidenepiperidine-1-carboxylate;1,1-Dimethylethyl 3-hydroxy-4-methylene-1-piperidinecarboxylate
- CBNumber
- CB92484551
- Molecular Formula
- C11H19NO3
- Formula Weight
- 213.27
- MOL File
- 159635-22-0.mol
tert-butyl 3-hydroxy-4-methylidenepiperidine-1-carboxylate Property
- Boiling point:
- 309.0±42.0 °C(Predicted)
- Density
- 1.09±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- form
- solid
- pka
- 14.29±0.20(Predicted)
- Appearance
- Off-white to light yellow Solid
Safety
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B600425
- Product name
- 1-Boc-3-hydroxy-4-methylenepiperidine
- Packaging
- 25mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- B600425
- Product name
- 1-Boc-3-hydroxy-4-methylenepiperidine
- Packaging
- 50mg
- Price
- $95
- Updated
- 2021/12/16
- Product number
- 408908
- Product name
- 1-Boc-3-hydroxy-4-methylenepiperidine
- Packaging
- 25mg
- Price
- $319
- Updated
- 2021/12/16
- Product number
- W3461
- Product name
- tert-Butyl-3-hydroxy-4-methylenepiperidine-1-carboxylate
- Packaging
- 100mg
- Price
- $101
- Updated
- 2021/12/16
- Product number
- 4H56-1-245
- Product name
- N-Boc-4-methylene-3-piperidinol
- Packaging
- 250mg
- Price
- $175
- Updated
- 2021/12/16
tert-butyl 3-hydroxy-4-methylidenepiperidine-1-carboxylate Chemical Properties,Usage,Production
Synthesis
159635-49-1
159635-22-0
General procedure for the synthesis of tert-butyl 3-hydroxy-4-methylene-piperidine-1-carboxylate from tert-butyl 4-methylene-piperidine-1-carboxylate: selenium dioxide (2.81 g, 0.0253 mol) was suspended in dichloromethane (150 mL) and cooled to 0 °C. Tert-butyl hydroperoxide (13.9 mL, 0.101 mol, 70% aqueous solution) was slowly added and the mixture was stirred at 0°C for 30 minutes. Subsequently, a solution of dichloromethane (20 mL) of tert-butyl 4-methylene piperidine-1-carboxylate (10.0 g, 0.0507 mol) was added and the reaction mixture was continued to be stirred at 0 °C for 60 min, and then warmed up to 23 °C for 16 hours. Upon completion of the reaction, the reaction was quenched by the addition of ice and 10% aqueous sodium bisulfite (150 mL). The organic layer was separated and the aqueous layer was extracted with dichloromethane. The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated. Purification by silica gel column chromatography (elution gradient: 25% ethyl acetate-hexane to 50% ethyl acetate-hexane) afforded the target product tert-butyl 3-hydroxy-4-methylene-piperidine-1-carboxylate (5.26 g, 0.0247 mol, 49% yield) as a yellow oil. Mass spectrum (FAB-MS): m/e 214.
References
[1] Journal of Organic Chemistry, 2001, vol. 66, # 7, p. 2487 - 2492
[2] Journal of Organic Chemistry, 2001, vol. 66, # 7, p. 2487 - 2492
[3] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 5, p. 1375 - 1378
[4] Patent: US2005/182095, 2005, A1. Location in patent: Page/Page column 11
[5] Patent: US2007/10513, 2007, A1. Location in patent: Page/Page column 25
tert-butyl 3-hydroxy-4-methylidenepiperidine-1-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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