Potassium Hydroxide → Dihydro-2H-pyran-4,4(3H)-dicarboxylic acid

HRID 37820

반응식

HRID 37820 반응식
[OH-].[K+].C([O:5][C:6]([C:8]1([C:14]([O:16]CC)=[O:15])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)=[O:7])C>C(O)C>[O:11]1[CH2:10][CH2:9][C:8]([C:6]([OH:7])=[O:5])([C:14]([OH:16])=[O:15])[CH2:13][CH2:12]1

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 239606Diethyl tetrahydropyran-4,4-dicarboxylate

생성물 1

HCID 219303Dihydro-2H-pyran-4,4(3H)-dicarboxylic acid수율 61%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

6M potassium hydroxide solution (10 mL, 60 mmol) was added to an ice-cooled solution of tetrahydropyran-4,4-dicarboxylic acid diethyl ester (5 g, 21.7 mmol) in ethanol (40 mL) and heated at reflux overnight. The volatiles were evaporated, the residue diluted with water and acidified with conc. hydrochloric acid. The mixture was allowed to stand overnight then extracted with ether (3×25 mL). The combined ether layers were washed with brine, dried over sodium sulfate, and concentrated in vacuo to afford tetrahydro-pyran-4,4-dicarboxylic acid (2.3 g, 61%) as a white solid.

후처리

  1. temperatureheated
  2. temperatureat reflux overnight
  3. customThe volatiles were evaporated
  4. additionthe residue diluted with water
  5. extractionthen extracted with ether (3×25 mL)
  6. washThe combined ether layers were washed with brine
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e930cfceb5d145fb9e9d191e999c6ac7
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524705B2

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