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

HRID 37820

反応式

HRID 37820 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e930cfceb5d145fb9e9d191e999c6ac7
出典データセット
uspto-grants-2013_09
特許番号
US08524705B2

関連ノート

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