Trifluoroacetic acid → Methyl 2-([2-(3-hydroxyphenyl)ethyl]thio}benzoate

HRID 2112037노트

반응식

HRID 2112037 반응식
C([O:5][C:6]1[CH:7]=[C:8]([CH2:12][CH2:13][S:14][C:15]2[CH:24]=[CH:23][CH:22]=[CH:21][C:16]=2[C:17]([O:19][CH3:20])=[O:18])[CH:9]=[CH:10][CH:11]=1)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[OH:5][C:6]1[CH:7]=[C:8]([CH2:12][CH2:13][S:14][C:15]2[CH:24]=[CH:23][CH:22]=[CH:21][C:16]=2[C:17]([O:19][CH3:20])=[O:18])[CH:9]=[CH:10][CH:11]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 68872701HCID 68872701, 화합물

생성물 1

HCID 68873442Methyl 2-([2-(3-hydroxyphenyl)ethyl]thio}benzoate수율 77.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Methyl 2-{[2-(3-tert-butoxyphenyl)ethyl]thio}benzoate (402 mg, 1.167 mmol) was dissolved in DCM (3 ml). Trifluoroacetic acid (3 ml) was added. The mixture was stirred overnight and then evaporated to dryness. Chromatography of the residue on a column (ISOLUTE® SI, 2 g/6 ml) using ethyl acetate/heptane (2.5:97.5, then 5:95, then 10:90 and then 25:75) as eluant gave 260 mg the desired product, yield 77%. 1H NMR (500 MHz, CDCl3): δ 2.94 (t, 2H), 3.17 (t, 2H), 3.95 (s, 3H), 6.18 (s, 1H) 6.77-6.83 (m, 3H), 7.18 (t, 2H), 7.34 (d, 1H), 7.44 (t, 1H) and 7.99 (d, 1H).

후처리

  1. customevaporated to dryness

출처 및 근거

ORD 기록
ord-43ca14c87a9c40c0a5f910646d990d6d
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07521461B2

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