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

HRID 513183노트

반응식

HRID 513183 반응식
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

참가 물질

3

반응물 1

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

생성물 1

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

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-bbf051b96b994ea897249641ab6b6130
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09102673B2

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