4-Toluenesulfonyl chloride → Tropolone Tosylate

HRID 336110

반응식

HRID 336110 반응식
[OH:1][C:2]1[C:3](=[O:9])[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1.[C:10]1([CH3:20])[CH:15]=[CH:14][C:13]([S:16](Cl)(=[O:18])=[O:17])=[CH:12][CH:11]=1>N1C=CC=CC=1>[CH3:20][C:10]1[CH:15]=[CH:14][C:13]([S:16]([O:9][C:3]2[C:2](=[O:1])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)(=[O:18])=[O:17])=[CH:12][CH:11]=1

참가 물질

4

반응물 2

HCID 73974-Toluenesulfonyl chlorideHCID 10789Tropolone

생성물 1

HCID 562886Tropolone Tosylate수율 63%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

2-Hydroxycyclohepta-2,4,6-trienone (0.2 g, 1.7 mmol) was reacted with p-toluenesulfonyl chloride (0.41 g, 2.0 mmol) in 10 mL of pyridine to afford PZBG-4b in 63% Yield (0.04 g, 0.1 mmol). 1H NMR (400 MHz, CDCl3) δ=7.92 (d, J=8.4 Hz, 2H), 7.46 (d, J=9.2 Hz, 1H), 7.35 (d, J=8.4 Hz, 2H), 7.26-7.16 (m, 2H), 7.13-7.06 (m, 1H), 6.98 (t, J=10 Hz, 1H), 2.45 (s, 3H). 13C (125 MHz, CDCl3) δ=179.41, 155.15, 145.50, 141.23, 136.32, 134.61, 133.41, 130.81, 130.00, 129.60, 128.59, 21.78. ESI-MS(+): m/z 277.21 [M+H]+, 293.99 [M+NH4]+.

후처리

  1. customto afford PZBG-4b in 63% Yield (0.04 g, 0.1 mmol)

출처 및 근거

ORD 기록
ord-26c66286b27446509c5c11fcbb8477bd
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889638B2

연결된 노트

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