Sodium Bicarbonate → HCID 89704969、化合物

HRID 59675

反応式

HRID 59675 の反応式
Br[CH2:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][Si](C(C)(C)C)(C)C)[C:4]=1[C:5]([O:7][CH3:8])=[O:6].[C:21](=O)(O)[O-:22].[Na+]>CO>[OH:13][C:9]1[CH:10]=[CH:11][CH:12]=[C:3]([CH2:2][O:22][CH3:21])[C:4]=1[C:5]([O:7][CH3:8])=[O:6]

参加物

4

反応物 2

HCID 516892Sodium BicarbonateHCID 25170261Methyl 2-bromomethyl-6-(tert-butyldimethylsilyloxy)benzoate2 回

生成物 1

HCID 89704969HCID 89704969、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of methyl 2-bromomethyl-6-(tert-butyldimethylsilyloxy)benzoate (Intermediate 12, 4.26 g) in methanol (63 mL) was stirred and heated at reflux overnight. After cooling, the mixture was basified by addition of solid sodium bicarbonate and then evaporated to dryness. The residue was triturated with DCM and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-25% to give methyl 2-hydroxy-6-methoxymethylbenzoate (1.46 g) as a white crystalline solid.

後処理

  1. temperatureheated
  2. temperatureat reflux overnight
  3. temperatureAfter cooling
  4. customevaporated to dryness
  5. customThe residue was triturated with DCM
  6. filtrationfiltered
  7. customThe filtrate was evaporated to dryness
  8. customthe residue was purified by chromatography on silica
  9. washeluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-25%

出典と根拠

ORDレコード
ord-a27c6335f7d34fb3be4947c9a70e0309
出典データセット
uspto-grants-2016_09
特許番号
US09440943B2

関連ノート

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