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Hydrochloric Acid → 6,6-Dimethyl-4-oxo-4,5,6,7-tetrahydro-benzofuran-3-carboxylic acid

HRID 1804774
노트
인쇄 미리보기

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HRID 1804774 반응식
[CH3:1][C:2]1([CH3:10])[CH2:7][C:6](=[O:8])[CH2:5][C:4](=[O:9])[CH2:3]1.[OH-].[K+].C([O:15][C:16](=[O:21])[C:17](=O)[CH2:18]Br)C.[OH-].[Na+].Cl>CO>[CH3:1][C:2]1([CH3:10])[CH2:3][C:4](=[O:9])[C:5]2[C:17]([C:16]([OH:21])=[O:15])=[CH:18][O:8][C:6]=2[CH2:7]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 14798Sodium HydroxideHCID 31358DimedoneHCID 66144Ethyl bromopyruvate

생성물 1

HCID 7971096,6-Dimethyl-4-oxo-4,5,6,7-tetrahydro-benzofuran-3-carboxylic acid

시약·촉매·용매 1

HCID 887
Methanol
용매
3회

반응 조건

온도
0 °C

실험 절차

5,5-Dimethyl-1,3-cyclohexandione is dissolved in 15 ml of methanol and cooled to 0° C. A solution of KOH (2 g, 35.7 mmol) in 15 ml of methanol is added drop wise. A solution of 3-bromo-2-oxo-propionic acid ethyl ester (4.7 ml, 37.5 mmol) in 15 ml of methanol is added drop wise. The mixture is allowed to warm up to room temperature and is stirred for 16 h. Then 15 ml of a 45% aqueous sodium hydroxide solution is added. After additional 4 h at room temperature, 25 ml of concentrated HCl is added. Methanol is evaporated slowly under reduced pressure whereas the product precipitates as light crystals. The product is filtrated off and washed with water.

후처리

  1. temperatureto warm up to room temperature
  2. waitAfter additional 4 h at room temperature
  3. customMethanol is evaporated slowly under reduced pressure whereas the product
  4. customprecipitates as light crystals
  5. filtrationThe product is filtrated off
  6. washwashed with water

출처 및 근거

ORD 기록
ord-6a11854d0c904a019d3f55b5b15f4eaa
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08354431B2

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