Di‐ tert ‐Butyl Dicarbonate

Abstract

Di‐ tert ‐butyl dicarbonate solvent: 550 ml. of anhydrous tetrahydrofuran intermediate: di‐ tert ‐butyl tricarbonate product: di‐ tert ‐butyl dicarbonate

Neutron Reflectivity Characterization of the Photoacid Reaction-Diffusion Latent and Developed Images of Molecular Resists for Extreme Ultraviolet Lithography

“…Di-tert-butyl Tricarbonate-d 18 . The deuterated analog was prepared from (CD 3 ) 3 COK (prepared from (CD 3 ) 3 COH and KH in THF) following the procedure described for the nondeuterated di-tertbutyl tricarbonate, 31 with the following modifications. For safety reasons, a 20% solution of phosgene in toluene was used instead of phosgene gas bubbled into benzene (Caution!…”

“…(The literature value yield is 59−62% for di-tert-butyl tricarbonate-h 18 . 31 ) The material was stored under nitrogen in a −20 °C freezer until used in the subsequent step. 13 C NMR (CDCl 3 ) δ: 26.5 (septet, J CD = 19.5 Hz, −CD 3 ), 87.1 (−C(CD 3 ) 3 ), 143.5 (center carbonyl carbon), 144.9 (−OC(O)−O−C(CD 3 ) 3 ).…”

“…The deuterated analog was prepared from recrystallized di-tert-butyl tricarbonate-d 18 above following the literature procedure. 31 Final purification was by vacuum distillation (47−48 °C at 0.10 Torr) to yield a colorless liquid that solidifies on standing. Typical yields were 86−89% (literature values of 80−91% for di-tert-butyl dicarbonate-h 18…”

Sustainable Route Toward N‐Boc Amines: AuCl3/CuI‐Catalyzed N‐tert‐butyloxycarbonylation of Amines at Room Temperature

“…The most frequent route to prepare N ‐Boc amines relies on using a tert ‐butoxycarbonylating reagent, (Boc) 2 O 2 [2] . This procedure, however, is not representative of a sustainable and atom‐economic route in industrial syntheses for the following reasons (Scheme 1): firstly, (Boc) 2 O was prepared from t ‐butanol, active metal (K, Na), and toxic phosgene; [3] secondly, more than 50 % of atoms in (Boc) 2 O were destined to be by‐products ( t ‐butanol and CO 2 ) [4] . Thus, the development of a sustainable process to obtain N ‐Boc amines in a step‐ and atom‐economic manner is highly desirable.…”

t‐Butyl‐Oxycarbonylated Diamines as Building Blocks for Isocyanate‐Free Polyurethane/Urea Dispersions and Coatings

“…Boc 2 O is commonly prepared from phosgene, t ‐butanol and carbon dioxide, with 1,4‐diazabicyclo [2.2.2]octane as catalyst . Recently, a phosgene‐free route to Boc 2 O has been developed and adopted by European and Japanese manufacturers, involving the reaction between sodium t ‐butoxide and carbon dioxide in the presence of p ‐toluene‐sulfonic or methanesulfonic acid .…”