Thiophenol → 2-Phenylsulfanyl-benzoic acid methyl ester

HRID 2217033

반응식

HRID 2217033 반응식
[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1I.[C:12]1([SH:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:18][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

참가 물질

3

반응물 2

HCID 7969ThiophenolHCID 69132Benzoic acid, 2-iodo-, methyl ester

생성물 1

HCID 129634772-Phenylsulfanyl-benzoic acid methyl ester

실험 절차

The general procedure was used to convert Methyl-2-iodobenzoate and thiophenol to the title product. Purification by flash chromatography (hexane/ethyl acetate [6:1] as the eluent) gave the analytically pure product as a clear oil (397 mg, 81% yield). 1H NMR (300 MHz, CDCl3) δ 7.88 (dd, J=6.22, 1H; Hd), 7.47 (m, 2H; Ha, Hb), 7.33 (m, 3H; He, He′, Hf′), 7.14 (td, J=5.4, 1H; Hc), 7.04 (td, J=6.02, 1H; Hf), 6.73 (dd, J=6.78, 1H; Hg), 3.85 (s, 3H; methyl protons). 13C NMR (75 MHz, CDCl3) δ 166.79 (C13), 143.15 (C1), 135.47 (C6), 132.39 (C3), 132.22 (C2), 130.93 (C5), 129.65 (C7), 129.02 (C8, C12), 127.28 (C9, C11), 126.58 (C10), 124.19 (C4), 52.10 (C14). Anal. Calcd. for C14H12O2S: C, 68.83; H, 4.95; S, 13.13; Found C, 68.94; H, 5.10; S, 12.90.

출처 및 근거

ORD 기록
ord-9ec1067c5db540ffa724b5a44b0f32c1
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07112697B1

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