Water → 2-(1-Hydroxy-1-methyl-ethyl)-3-methoxy-phenol

HRID 81807노트

반응식

HRID 81807 반응식
[CH3:1][Mg]Br.[OH:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[C:6]=1[C:13](=[O:15])[CH3:14].[Cl-].[NH4+].O>C(OCC)C.O1CCCC1>[OH:15][C:13]([C:6]1[C:7]([O:11][CH3:12])=[CH:8][CH:9]=[CH:10][C:5]=1[OH:4])([CH3:1])[CH3:14]

참가 물질

7

반응물 4

HCID 962WaterHCID 25517Ammonium ChlorideHCID 697091-(2-Hydroxy-6-methoxyphenyl)ethan-1-oneHCID 178418573HCID 178418573, 화합물

생성물 1

HCID 595986452-(1-Hydroxy-1-methyl-ethyl)-3-methoxy-phenol

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of methyl magnesium bromide (24 mL of a 3M solution in diethyl ether, 72.2 mmol) in anhydrous tetrahydrofuran (20 mL) at 0° C. was added a solution of 2′-hydroxy-6′-methoxyacetophenone (4 g, 24.1 mmol) in anhydrous tetrahydrofuran (40 mL), maintaining the temperature below 11° C. during the addition. After stirring for 1.5 hours at room temperature, a solution of 10% ammonium chloride (30 mL) was added slowly maintaining the temperature below 22° C. with the use of an ice bath. Water (300 mL) was slowly added and the reaction was extracted twice with ethyl acetate. The combined ethyl acetate layers were washed with water, brine, dried using anhydrous sodium sulfate and concentrated to give 2-(1-Hydroxy-1-methyl-ethyl)-3-methoxy-phenol (4.52 g) as pale yellow solid.

후처리

  1. temperaturemaintaining the temperature below 11° C.
  2. additionduring the addition
  3. temperaturemaintaining the temperature below 22° C. with the use of an ice bath
  4. extractionthe reaction was extracted twice with ethyl acetate
  5. washThe combined ethyl acetate layers were washed with water, brine
  6. customdried
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-29f109a19c9c428999781c80409eae9c
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846705B2

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