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

HRID 2112037ノート

反応式

HRID 2112037 の反応式
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

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 68872701HCID 68872701、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  1. customevaporated to dryness

出典と根拠

ORDレコード
ord-43ca14c87a9c40c0a5f910646d990d6d
出典データセット
uspto-grants-2009_04
特許番号
US07521461B2

反応ノート

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