Sodium Bicarbonate → HCID 89704969, 화합물

HRID 59675

반응식

HRID 59675 반응식
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]

참가 물질

4

반응물 2

HCID 516892Sodium BicarbonateHCID 25170261Methyl 2-bromomethyl-6-(tert-butyldimethylsilyloxy)benzoate2회

생성물 1

HCID 89704969HCID 89704969, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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%

출처 및 근거

ORD 기록
ord-a27c6335f7d34fb3be4947c9a70e0309
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440943B2

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