2-Methoxybenzylamine, N-trifluoroacetyl- → HCID 178488281, 화합물

HRID 1490747노트

반응식

HRID 1490747 반응식
COc1ccccc1CNC(=O)C(F)(F)F>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.CCCC[N+](CCCC)(CCCC)CCCC.C[OH2+].C[OH2+].Cc1ccc(-c2ccc(CS(=O)(=O)[O-])cn2)nc1.[Ir].[Ir]>COc1cc(B2OC(C)(C)C(C)(C)O2)ccc1CNC(=O)C(F)(F)F.COc1ccc(B2OC(C)(C)C(C)(C)O2)cc1CNC(=O)C(F)(F)F

참가 물질

7

반응물 1

HCID 624912582-Methoxybenzylamine, N-trifluoroacetyl-

생성물 2

HCID 178486938HCID 178486938, 화합물수율 48%HCID 178488281HCID 178488281, 화합물수율 49%

시약·촉매·용매 4

HCID 2733548Bis(pinacolato)diborane시약HCID 165587889Tetrabutylazanium {5'-methyl-[2,2'-bipyridin]-5-yl}methanesulfonate시약HCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridium촉매HCID 8028Tetrahydrofuran용매

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온도
50 °C

실험 절차

Following general procedure F using 2,2,2‐Trifluoro‐N‐(2‐methoxybenzyl)acetamide (58.3 mg, 0.25 mmol), B2pin2 (127 mg, 0.50 mmol), [Ir(COD)OMe]2 (2.5 mg, 0.00375 mmol) and 1a (3.8 mg, 0.0075 mmol) in THF (1.25 mL). The reaction was stirred at 50 °C for 20 hours before cooling and the solvents removed. Analysis of crude 1 H NMR using internal standard 1,2‐dimethoxyethane showed 1:1 meta:para borylation in 97% yield. The crude product was purified by silica gel chromatography (Pet. Ether (40‐60):EtOAc (19:1) to give the title compound (as a 1:1 mixture of meta:para ratio, as determined by 1 H NMR) as a colourless oil (87.4 mg, 0.24 mmol, 97%).

출처 및 근거

ORD 기록
ord-1751b0c7cc5c46e2935c82d2dbb2e1d2
출처 데이터셋
Borylation dataset from Roche

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