Hydrochloric Acid → 3-Hydroxybenzenepropanol

HRID 1250115ノート

反応式

HRID 1250115 の反応式
[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

参加物

7

反応物 4

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

生成物 1

HCID 103518713-Hydroxybenzenepropanol収率 88%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-99f8da7ece674de9b449c38dab0e4a2b
出典データセット
uspto-grants-2002_01
特許番号
US06335459B1

反応ノート

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