4-(4-tert-butoxyphenoxy)tetrahydro-2H-pyran → 4-(tetrahydro-2H-pyran-4-yloxy)phenol

HRID 513183ノート

反応式

HRID 513183 の反応式
C([O:5][C:6]1[CH:18]=[CH:17][C:9]([O:10][CH:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[CH:8][CH:7]=1)(C)(C)C>C(O)(C(F)(F)F)=O>[O:14]1[CH2:13][CH2:12][CH:11]([O:10][C:9]2[CH:17]=[CH:18][C:6]([OH:5])=[CH:7][CH:8]=2)[CH2:16][CH2:15]1

参加物

3

反応物 1

HCID 712121564-(4-tert-butoxyphenoxy)tetrahydro-2H-pyran

生成物 1

HCID 639360494-(tetrahydro-2H-pyran-4-yloxy)phenol収率 94.2%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

4-(4-Tert-butoxyphenoxy)tetrahydro-2H-pyran (257 mg, 1.027 mmole) was taken up in TFA (5 mL) at RT. After 90 min the mixture was concentrated. The residue was taken up in saturated aqueous NaHCO3 and extracted with CH2Cl2 (3×). The combined organic layers were dried (MgSO4), filtered, and concentrated to give the title compound (188 mg, 94%) as an off-white solid. 1H NMR (400 MHz, CDCl3): δ 6.82 (m, 2 H); 6.77-6.73 (m, 2 H); 4.71 (s, 1 H); 4.37-4.29 (m, 1 H); 4.03-3.95 (m, 2 H); 3.55 (m, 2 H); 2.03-1.95 (m, 2 H); 1.81-1.70 (m, 2 H).

後処理

  1. concentrationAfter 90 min the mixture was concentrated
  2. extractionextracted with CH2Cl2 (3×)
  3. dry with materialThe combined organic layers were dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-bbf051b96b994ea897249641ab6b6130
出典データセット
uspto-grants-2015_08
特許番号
US09102673B2

反応ノート

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