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Sodium Hydroxide → HCID 59606751, 화합물

HRID 1627927
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HRID 1627927 반응식
C(N(CC)C(=O)[O:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([Cl:12])[C:7]=1[CH2:13][CH2:14][CH2:15][OH:16])C.[OH-].[Na+]>C(O)C>[Cl:12][C:8]1[C:7]([CH2:13][CH2:14][CH2:15][OH:16])=[C:6]([OH:5])[CH:11]=[CH:10][CH:9]=1
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 59606761HCID 59606761, 화합물

생성물 1

HCID 59606751HCID 59606751, 화합물수율 213.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of the 3-chloro-2-(3-hydroxypropyl)phenyl diethylcarbamate (0.410 g; 1.43 mmol) in ethanol (14.5 ml) was added solid sodium hydroxide (0.144 g; 3.59 mmol) and the reaction mixture was heated at reflux for 21 h. After cooling, the volatiles were removed under reduced pressure, water was added and the mixture was extracted with diethyl ether, the combined organics were dried over magnesium sulphate, filtered and concentrated under reduced pressure. Purification by flash chromatography on silica gel using a gradient of ethyl acetate (15-100%) in heptane furnished 0.57 g (79%) of the desired 3-chloro-2-(3-hydroxypropyl)phenol.

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후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for 21 h
  3. temperatureAfter cooling
  4. customthe volatiles were removed under reduced pressure, water
  5. additionwas added
  6. extractionthe mixture was extracted with diethyl ether
  7. dry with materialthe combined organics were dried over magnesium sulphate
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure
  10. customPurification by flash chromatography on silica gel using a gradient of ethyl acetate (15-100%) in heptane

출처 및 근거

ORD 기록
ord-f77bb94f068d4459bb906d426aed348c
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08785638B2

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