Hydrochloric Acid → 5-(4H-benzo[d][1,3]oxathiin-2-yl)-2,3-dimethoxyphenol

HRID 1876291노트

반응식

HRID 1876291 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:12][CH3:13])[C:9]=1[O:10][CH3:11])[CH:5]=[O:6].[SH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH2:21]O.Cl>ClCCl>[S:14]1[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH2:21][O:6][CH:5]1[C:4]1[CH:7]=[C:8]([O:12][CH3:13])[C:9]([O:10][CH3:11])=[C:2]([OH:1])[CH:3]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 1382782-MercaptobenzenemethanolHCID 1415133,4-Dimethoxy-5-hydroxybenzaldehyde

생성물 1

HCID 577508885-(4H-benzo[d][1,3]oxathiin-2-yl)-2,3-dimethoxyphenol

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Following the same procedure as outlined in Example 1 step b), 3-hydroxy-4,5-dimethoxybenzaldehyde (1.08 g, 5.95 mmol) and (2-mercaptophenyl)methanol (1 g, 7.14 mmol) in dichloromethane (30 ml) %% ere treated with hydrogen chloride gas. After workup and chromatography, as in example 1 step b), the subtitle compound was obtained (1.06 g, 59%) as a white solid. 1H NMR (300 MHz, CDCl3, ppm) δ 3.88 (s, 3H); 3.89 (s, 3H); 5.04-5.14 (m, 2H); 5.85 (s, 1H); 6.01 (s, 1H); 6.72 (d, J=2 Hz, 1H); 6.76 (d, J=2 Hz, 1H); 6.98-7.04 (m, 1H); 7.05-7.19 (m, 3H); 13C NMR (75 MHz, CDCl3, ppm) δ 56.1; 61.1; 70.5; 82.9; 102.4; 106.7; 125.1; 126.0; 127.48; 127.5; 129.8; 132.9; 134.2; 136.1; 149.4; 152.8; MS calculated for C16H16O4S+H 305 observed 305.

출처 및 근거

ORD 기록
ord-23aea310ff9f4bdfb6cb52c3e45453a9
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08309598B2

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