Hydroxyphenylacetic acid → 4-Benzyloxyphenylacetic acid ethyl ester

HRID 2268453ノート

反応式

HRID 2268453 の反応式
CN([CH:4]=[O:5])C.[OH:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]([OH:16])=O)=[CH:9][CH:8]=1.[CH2:17](Br)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[C:25](=O)([O-])[O-].[K+].[K+]>O>[CH2:17]([O:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][C:14]([O:5][CH2:4][CH3:25])=[O:16])=[CH:11][CH:12]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

参加物

6

反応物 4

HCID 127Hydroxyphenylacetic acidHCID 6228DimethylformamideHCID 7498Benzyl BromideHCID 11430Potassium Carbonate

生成物 1

HCID 27374284-Benzyloxyphenylacetic acid ethyl ester

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A DMF (100 ml) suspension of 4-hydroxyphenylacetic acid (10.0 g, 55.5 mmols), benzyl bromide (7.93 ml, 66.6 mmols) and potassium carbonate (23.1 g, 167 mmols) was stirred at room temperature for 6 hours. Water was added to the reaction mixture, which was then extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution, and then dried. The solvent was evaporated out in vacuo, and the resulting crude product was purified by silica gel column chromatography (hexane alone to hexane:ethyl acetate=10:1) to obtain the entitled compound (14.6 g) as an oil.

後処理

  1. extractionwas then extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materiala saturated aqueous sodium chloride solution, and then dried
  4. customThe solvent was evaporated out in vacuo
  5. customthe resulting crude product was purified by silica gel column chromatography (hexane alone to hexane

出典と根拠

ORDレコード
ord-860093b5ec2149b08be6b63f182ac349
出典データセット
uspto-grants-2001_12
特許番号
US06326369B1

反応ノート

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