Hydrochloric Acid → 1-(3-Chloro-4-cyclohexylphenyl)ethane-1,2-diol

HRID 236832

反応式

HRID 236832 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:9]=[C:10]([C:20](=[O:26])[C:21](OCC)=[O:22])[CH:11]=[CH:12][C:13]=1[CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.Cl>CCOCC>[Cl:7][C:8]1[CH:9]=[C:10]([CH:20]([OH:26])[CH2:21][OH:22])[CH:11]=[CH:12][C:13]=1[CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 12939850Ethyl 3-chloro-4-cyclohexylphenylglyoxylateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 129398511-(3-Chloro-4-cyclohexylphenyl)ethane-1,2-diol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

To lithium aluminum hydride solution (3.9 M; 120 ml) diluted with anhydrous ether (750 ml) is added dropwise 150 g of ethyl 3-chloro-4-cyclohexylphenylglyoxylate with stirring, under nitrogen. The mixture is diluted with 250 ml of ether, and is stirred for 2 hours. The reaction mixture is acidified with 10% hydrochloric acid (450 ml) and extracted with ether/tetrahydrofuran. The aqueous fraction is washed three times with 50 ml portions of ether. The combined ether fractions are washed with water until neutral to litmus, and is dried over potassium carbonate. The ether is removed and the residue is triturated with n-hexane, filtered and air-dried to give 1-(3-chloro-4-cyclohexylphenyl)-1,2-ethanediol.

後処理

  1. stirringis stirred for 2 hours
  2. extractionextracted with ether/tetrahydrofuran
  3. washThe aqueous fraction is washed three times with 50 ml portions of ether
  4. washThe combined ether fractions are washed with water until neutral to litmus, and
  5. dry with materialis dried over potassium carbonate
  6. customThe ether is removed
  7. customthe residue is triturated with n-hexane
  8. filtrationfiltered
  9. customair-dried

出典と根拠

ORDレコード
ord-a11939b97508457c80eda22cf60ccbfe
出典データセット
uspto-grants-1979_06
特許番号
US04157449

関連ノート

読み込み中…