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Potassium Carbonate → 2-Methyl-6-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzyloxy}4-propoxy-benzoic acid allyl ester

HRID 644014
ノート
印刷プレビュー

反応式

HRID 644014 の反応式
[CH2:1]([O:4][C:5](=[O:18])[C:6]1[C:11]([CH3:12])=[CH:10][C:9]([O:13][CH2:14][CH2:15][CH3:16])=[CH:8][C:7]=1[OH:17])[CH:2]=[CH2:3].Br[CH2:20][C:21]1[CH:41]=[CH:40][C:24]([O:25][CH2:26][CH2:27][C:28]2[N:29]=[C:30]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[O:31][C:32]=2[CH3:33])=[CH:23][CH:22]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:1]([O:4][C:5](=[O:18])[C:6]1[C:7]([O:17][CH2:20][C:21]2[CH:22]=[CH:23][C:24]([O:25][CH2:26][CH2:27][C:28]3[N:29]=[C:30]([C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)[O:31][C:32]=3[CH3:33])=[CH:40][CH:41]=2)=[CH:8][C:9]([O:13][CH2:14][CH2:15][CH3:16])=[CH:10][C:11]=1[CH3:12])[CH:2]=[CH2:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 685793194-[2-(4-Bromomethyl-phenoxy)-ethyl]-5-methyl-2-phenyl-oxazoleHCID 685797952-Hydroxy-6-methyl-4-propoxy-benzoic acid allyl ester

生成物 1

HCID 685796982-Methyl-6-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzyloxy}4-propoxy-benzoic acid allyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide
溶媒

実験手順

A mixture of the title C compound, 2-hydroxy-6-methyl-4-propoxy-benzoic acid allyl ester (400 mg, 1.6 mmol), the title C compound in Example 11, 4-[2-(4-bromomethyl-phenoxy)-ethyl]-5-methyl-2-phenyl-oxazole (595 mg, 1.6 mmol) and potassium carbonate (662 mg, 4.79 mmol) in 15 mL of DMF is stirred at RT overnight. The mixture is partitioned between EtOAc and water. The organic phase is washed with brine, dried over magnesium sulfate, and concentrated under vacuum. The residue is chromatographed on silica gel using 15% EtOAc in hexane as the eluent to obtain 2-methyl-6-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzyloxy}4-propoxy-benzoic acid allyl ester as an oil: ESI-MS 542 [M+1]+.

後処理

  1. customThe mixture is partitioned between EtOAc and water
  2. washThe organic phase is washed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under vacuum
  5. customThe residue is chromatographed on silica gel using 15% EtOAc in hexane as the eluent

出典と根拠

ORDレコード
ord-b344a7839aed4b1587856d034e63411e
出典データセット
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07700637B2

反応ノート

読み込み中…

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