Hydrochloric Acid → 4-[2-(Dimethylamino)ethoxy]phenol

HRID 133772노트

반응식

HRID 133772 반응식
C([O:8][C:9]1[CH:20]=[CH:19][C:12]([O:13][CH2:14][CH2:15][N:16]([CH3:18])[CH3:17])=[CH:11][CH:10]=1)C1C=CC=CC=1.Cl>C(O)C>[CH3:17][N:16]([CH3:18])[CH2:15][CH2:14][O:13][C:12]1[CH:19]=[CH:20][C:9]([OH:8])=[CH:10][CH:11]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 59447665[2-(4-Benzyloxyphenoxy)ethyl]dimethylamine

생성물 1

HCID 135762384-[2-(Dimethylamino)ethoxy]phenol

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A stirred solution of [2-(4-benzyloxyphenoxy)ethyl]dimethylamine (3.36 g, 0.01238 mol) in the mixture of 6 M HCl (67 ml) and ethanol (33.5 ml) was refluxed for 6.5 h. Then ethanol was evaporated and pH was adjusted to 8 with 2.5 M NaOH. The product was extracted into ethyl acetate. The extracts were washed with water and dried over Na2SO4. Removal of solvent under reduced pressure gave a raw product which was purified by flash chromatography on silica gel using heptane/ethyl acetate (9:1-6:4) as a gradient eluent. 1H NMR (300 MHz, DMSO-d6): 2.20 (6H, s), 2.57 (2H, t, 3J=5.9 Hz), 3.92 (2H, t, 3J=5.9 Hz), 6.65 (2H, d, 3J=9.1 Hz), 6.74 (2H, d, 3J=9.0 Hz), 8.85 (1H, s, —OH).

후처리

  1. temperaturewas refluxed for 6.5 h
  2. customThen ethanol was evaporated
  3. extractionThe product was extracted into ethyl acetate
  4. washThe extracts were washed with water
  5. dry with materialdried over Na2SO4
  6. customRemoval of solvent under reduced pressure

출처 및 근거

ORD 기록
ord-20d584791a364af6bb5b4b90b1b9dbdd
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390923B2

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