반응 #66515

ord-9f37a4b9f51f466a9179e8405e328ece

반응 방정식

O
Water
CC1(C)OB(c2cn[nH]c2)OC1(C)C
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
COc1ccc(CCl)cc1
1-(chloromethyl)-4-methoxybenzene
O=C([O-])[O-].[K+].[K+]
K2CO3
COc1ccc(Cn2cc(B3OC(C)(C)C(C)(C)O3)cn2)cc1
1-(4-methoxybenzyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
수율 91.0%

반응 조건

온도
80°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출the aqueous phase was extracted with DCM
  2. 2
    건조The organic phase was dried over Na2SO4
  3. 3
    여과was filtered
  4. 4
    농축was concentrated under reduced pressure

실험 절차

According to Scheme 13 Step 1: A suspension of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (7.38 mmol, 1.43 g), 1-(chloromethyl)-4-methoxybenzene (7.38 mmol, 1.00 mL) and K2CO3 (7.38 mmol, 1.02 g) in acetonitrile (10 mL) was heated at 80° C. for 5 hours. Water was added and the aqueous phase was extracted with DCM. The organic phase was dried over Na2SO4, was filtered and was concentrated under reduced pressure to afford 1-(4-methoxybenzyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (6.68 mmol, 2.10 g, 91%) as a yellow oil.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08524718B2uspto-grants-2013_09