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

HRID 133772ノート

反応式

HRID 133772 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-20d584791a364af6bb5b4b90b1b9dbdd
出典データセット
uspto-grants-2008_06
特許番号
US07390923B2

反応ノート

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