Hydrochloric Acid → 3-Hydroxybenzenepropanol

HRID 1250115노트

반응식

HRID 1250115 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].C[O:8][C:9](=O)[CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([OH:18])[CH:13]=1.O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+].Cl>O1CCCC1.O>[OH:8][CH2:9][CH2:10][CH2:11][C:12]1[CH:13]=[C:14]([OH:18])[CH:15]=[CH:16][CH:17]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 62649Sodium sulfate decahydrateHCID 1512675Methyl 3-(3-hydroxyphenyl)propionateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 103518713-Hydroxybenzenepropanol수율 88%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

1.0M Lithium aluminum hydride in tetrahydrofuran (35.07 mL, 35.07 mmol) was added to a solution of 3-(3-hydroxyphenyl)propionic acid methyl ester (3.16 g, 17.5 mmol) in tetrahydrofuran (30 mL) at 0-5° C. under an argon atmosphere. The mixture was stirred at room temperature for 6 hours, and sodium sulfate decahydrate (15 g) was added to the mixture, followed by cooling to 0-5° C., and a dropwise addition of water (about 10 mL) and concentrated hydrochloric acid to pH 2-3. The mixture was extracted with ethyl acetate, and the extract was washed with water, brine, dried over magnesium sulfate, and concentrated to dryness. Purification by flash chromatography, eluting with hexane/ethyl acetate, gave 3-(3-hydroxypropyl)phenol as a clear oil (2.34 g, 88%).

후처리

  1. temperatureby cooling to 0-5° C.
  2. extractionThe mixture was extracted with ethyl acetate
  3. washthe extract was washed with water, brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated to dryness
  6. customPurification by flash chromatography
  7. washeluting with hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-99f8da7ece674de9b449c38dab0e4a2b
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06335459B1

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