Potassium Hydroxide → HCID 18405668、化合物

HRID 653964ノート

反応式

HRID 653964 の反応式
C([O:3][C:4](=[O:17])[CH2:5][CH2:6][CH:7]1[CH:14]2[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:16][CH:8]1[CH2:9]3)[CH2:13]2)C.[OH-].[K+]>C(O)C>[CH:14]12[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:16][CH:8]([CH2:9]3)[CH:7]1[CH2:6][CH2:5][C:4]([OH:17])=[O:3])[CH2:13]2

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 53933676Ethyl tricyclo[3.3.1.13,7]decane-2-propanoate

生成物 1

HCID 18405668HCID 18405668、化合物収率 99.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of tricyclo[3.3.1.1-3,7]decane-2-propanoic acid ethyl ester (0.011 mol, 2.68 g) in anhydrous ethanol (135 mL) was added potassium hydroxide (0.057 mol, 3.18 g) in several portions. The clear solution was heated at reflux for 1 h, cooled to ambient temperature, and concentrated. The yellow residue was partitioned with CH2Cl2 (100 mL) and water (50 mL), and the basic, aqueous phase extracted with CH2Cl2 (100 mL). The aqueous phase was re-acidified (pH 2) by the addition of 10% aqueous hydrochloric acid, and extracted with CH2Cl2 (3×50 mL). The combined organic extracts were dried (Na2SO4) and concentrated to provide tricyclo[3.3.1.1-3,7]decane-2-propanoic acid as a white solid (96%, 2.27 g). mp 115.5°-116° C.

後処理

  1. temperatureThe clear solution was heated
  2. temperatureat reflux for 1 h
  3. concentrationconcentrated
  4. customThe yellow residue was partitioned with CH2Cl2 (100 mL) and water (50 mL)
  5. extractionthe basic, aqueous phase extracted with CH2Cl2 (100 mL)
  6. additionby the addition of 10% aqueous hydrochloric acid
  7. extractionextracted with CH2Cl2 (3×50 mL)
  8. dry with materialThe combined organic extracts were dried (Na2SO4)
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-828630fc34d44e92bbcf13244ec092bf
出典データセット
uspto-grants-1992_07
特許番号
US05128448

反応ノート

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