Welcome to chemicalbook!
Chinese English Japanese Germany Korea
400-158-6606
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List TERT-BUTYL3-VINYLPYRROLIDINE-1-CARBOXYLATE

TERT-BUTYL3-VINYLPYRROLIDINE-1-CARBOXYLATE synthesis

3synthesis methods
-

Yield:753015-96-2 89.4%

Reaction Conditions:

Stage #1: Methyltriphenylphosphonium bromidewith potassium tert-butylate in tetrahydrofuran;diethyl ether; for 2 h;Reflux;
Stage #2: N-(tert-butoxycarbonyl)pyrrolidine-2-carboxaldehyde in tetrahydrofuran;diethyl ether at 0;

Steps:

24; 11.11 Step 11. Preparation of Compound 164-1

To a suspension of potassium t-butoxide (14.6 g, 130 mol) in THF (120 mL)/ether (360 mL) was added methyltriphenylphosphonium bromide (46.6 g,130 mmol). The mixture was refluxed for 2 hrs and then cooled to 0°C. tot-butyl 2-formylpyrrolidine-l-carboxylate (13.0g, 65.2 mmol) in ether (50 mL) was added dropwise. The reaction mixture was stirred at 0°C and then quenched by the addition of water (250 mL). The organic layer was separated and the aqueous was extracted with ether (250 mL). The combined extract was dried over MgS04. Evaporation of solvent, followed by column chromatography purification (5% ethyl acetae/hexanes) gave /ert-butyl 3-vinylpyrrolidine-l-carboxylate 164-1 (11.5g, 89.4%) as a colorless liquid. GC-MS: m/z: 197 (2) (M+), 141 (40), 124 (30), 57 (100).

References:

WO2017/177326,2017,A1 Location in patent:Page/Page column 100