Water → [5-Methoxy-2-methyl-4-(4'-trifluoromethyl-biphenyl-4-ylmethanesulfinyl)-phenoxy]-acetic acid

HRID 1591561ノート

反応式

HRID 1591561 の反応式
C[O:2][C:3](=[O:34])[CH2:4][O:5][C:6]1[CH:11]=[C:10]([O:12][CH3:13])[C:9]([S:14]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]3[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=3)=[CH:19][CH:18]=2)=[O:15])=[CH:8][C:7]=1[CH3:33].COC1C(SCC2C=CC(C3C=CC(C(F)(F)F)=CC=3)=CC=2)=CC(C)=C(C=1)OCC(O)=O.C1(S(N2C(C3C=CC=CC=3)O2)(=O)=O)C=CC=CC=1.O>ClCCl>[CH3:13][O:12][C:10]1[C:9]([S:14]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]3[CH:24]=[CH:25][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:27][CH:28]=3)=[CH:19][CH:18]=2)=[O:15])=[CH:8][C:7]([CH3:33])=[C:6]([CH:11]=1)[O:5][CH2:4][C:3]([OH:34])=[O:2]

参加物

6

反応物 4

HCID 962WaterHCID 3204052-(Benzenesulfonyl)-3-phenyloxaziridineHCID 9825600[5-Methoxy-2-methyl-4-(4'-trifluoromethyl-biphenyl-4-ylmethylsulfanyl)-phenoxy]-acetic acidHCID 20827054[5-Methoxy-2-methyl-4-(4'-trifluoromethyl-biphenyl-4-ylmethanesulfinyl)-phenoxy]-acetic acid methyl ester2 回

生成物 1

HCID 22280006[5-Methoxy-2-methyl-4-(4'-trifluoromethyl-biphenyl-4-ylmethanesulfinyl)-phenoxy]-acetic acid

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Preparation of [5-Methoxy-2-methyl-4-(4′-trifluoromethyl-biphenyl-4-ylmethanesulfinyl)-phenoxy]-acetic acid methyl ester (compound 51A) Example 4 (0.5 g, 1.0 mmol) was dissolved in 25 ml dichloromethane followed by the addition of 2-benzenesulfonyl-3-phenyl-oxaziridine (0.274, 1.04 mmol). The reaction was stirred 1 h. 10 ml water was added, the layers were separated, and dichloromethane solution was dried over anhydrous sodium sulfate, decanted, and concentrated. The product was recrystallized from ethyl acetate to give the title product. MS m/z 493 (M+1). Step 2. Preparation of [5-Methoxy-2-methyl-4-(4′-trifluoromethyl-biphenyl-4-ylmethanesulfinyl)-phenoxy]-acetic acid (compound 51) The title compound was prepared in the manner analogous to Example 1 using 51A. 400 MHz 1H NMR (DMSO-d6) δ 7.83 (d, 2H, J=8.78 Hz), 7.76 (d, 2H, J=8.30 Hz), 7.59 (d, 2H, J=8.30 Hz), 7.11 (d, 2H, J=8.30 Hz), 7.02 (s, 1H), 6.64 (s, 1H), 4.79 (s, 2H), 4.20 (d, 1H, J=12.7 Hz), 3.91 (d, 1H, J=12.4 Hz), 3.76 (s, 3H), 2.03 (s, 3H). MS m/z 479 (M+1).

後処理

  1. customthe layers were separated
  2. dry with materialdichloromethane solution was dried over anhydrous sodium sulfate
  3. customdecanted
  4. concentrationconcentrated
  5. customThe product was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-3edcb1e8aeac494f80df58cb0fd667f8
出典データセット
uspto-grants-2007_11
特許番号
USRE039916E1

反応ノート

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