Methanol → Methyl 4-bromo-alpha-hydroxybenzeneacetate

HRID 6330

反応式

HRID 6330 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:12])[C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.[CH3:13]O.S(=O)(=O)(O)O>O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([OH:12])[C:9]([O:11][CH3:13])=[O:10])=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 97930p-Bromomandelic acid

生成物 1

HCID 14571696Methyl 4-bromo-alpha-hydroxybenzeneacetate収率 92%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 20 g (87 mmol) of (±)-4-bromo-α-hydroxyphenylacetic acid, 200 ml of methanol and 2 ml of concentrated sulfuric acid was stirred for 3 hours at room temperature. To the mixture 50 ml of water was added. After the solution was extracted with ethyl acetate, the organic extract was washed with a saturated aqueous solution of sodium bicarbonate and then with water, and it was dried on anhydrous magnesium sulfate. After removing the solvent, the residue was purified by chromatography (elution with toluene:ethyl acetate (2:1)), and 19.5 g of (±)-methyl 4-bromo-α-hydroxyphenylacetate was obtained (yield: 92%).

後処理

  1. extractionAfter the solution was extracted with ethyl acetate
  2. extractionthe organic extract
  3. washwas washed with a saturated aqueous solution of sodium bicarbonate
  4. dry with materialwith water, and it was dried on anhydrous magnesium sulfate
  5. customAfter removing the solvent
  6. customthe residue was purified by chromatography (elution with toluene:ethyl acetate (2:1))

出典と根拠

ORDレコード
ord-844e9b86e04349d6a419372f67937301
出典データセット
uspto-grants-1993_09
特許番号
US05248610

関連ノート

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