Triethylamine → 2-(3-{[Tert-butyl-(dimethyl)silyl]oxy}-4-methylphenyl)-1,3-benzoxazole

HRID 7709

反応式

HRID 7709 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:11]=[CH:12][C:13]([CH3:17])=[C:14]([OH:16])[CH:15]=1.C(N(CC)CC)C.[Si:25](OS(C(F)(F)F)(=O)=O)([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:27])[CH3:26].CCOC(C)=O>C(Cl)Cl>[C:28]([Si:25]([CH3:27])([CH3:26])[O:16][C:14]1[CH:15]=[C:10]([C:2]2[O:1][C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[N:3]=2)[CH:11]=[CH:12][C:13]=1[CH3:17])([CH3:31])([CH3:30])[CH3:29]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 123564tert-Butyldimethylsilyl trifluoromethanesulphonateHCID 219910005-(1,3-Benzoxazol-2-yl)-2-methylphenol

生成物 1

HCID 695845442-(3-{[Tert-butyl-(dimethyl)silyl]oxy}-4-methylphenyl)-1,3-benzoxazole

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 5-(1,3-benzoxazol-2-yl)-2-methylphenol (0.8 g, 3.5 mmol) and triethylamine (0.6 mL, 4.3 mmol) in CH2Cl2 (20 mL) was cooled to 0° C. and TBDMS-OTf (900 mL, 3.9 mmol) was added. The reaction was slowly warmed to rt and EtOAc (200 mL) was added. The mixture was washed with H2O (3×50 mL), dried (MgSO4), filtered, and concentrated in vacuo to afford 2-(3-{[tert-butyl-(dimethyl)silyl]oxy}-4-methylphenyl)-1,3-benzoxazole as light yellow oil.

後処理

  1. washThe mixture was washed with H2O (3×50 mL)
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-9672a9bf59e345cd9f19654b6ed0dbbb
出典データセット
uspto-grants-2006_08
特許番号
US07087601B2

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