Hydrochloric Acid → 4-(3,4-dihydro-6,7-dimethoxy-1-methyl-1H-2-benzopyran-1-yl)piperidine

HRID 2255144

反応式

HRID 2255144 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][OH:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[NH:14]1[CH2:19][CH2:18][CH:17]([C:20](=O)[CH3:21])[CH2:16][CH2:15]1.Cl>C(O)C>[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]2[C:20]([CH:17]3[CH2:18][CH2:19][NH:14][CH2:15][CH2:16]3)([CH3:21])[O:13][CH2:12][CH2:11][C:5]=2[CH:4]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 819113,4-Dimethoxyphenethyl alcoholHCID 27237641-(Piperidin-4-yl)ethan-1-one

生成物 1

HCID 200879464-(3,4-dihydro-6,7-dimethoxy-1-methyl-1H-2-benzopyran-1-yl)piperidine収率 86%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 200 g of 3,4-dimethoxybenzeneethanol and 163,7 g of 1-(4-piperidinyl)ethanone in 800 ml of ethanol saturated with anhydrous hydrochloric acid was stirred for 15 h at ambient temperature. The mixture was concentrated under vacuum, and the concentrate was diluted with 500 ml of ethanol after which the hydrochloride precipitated. After filtration the hydrochloride was dissolved in water and sodium hydroxide until the pH was 12. The base was extracted with dichloromethane, and the organic phase was washed with water, dried and evaporated to yield 251 g (86,5%) of crude 4-(3,4-dihydro-6,7-dimethoxy-1-methyl-1H-2-benzopyran-1-yl)piperidine.

後処理

  1. concentrationThe mixture was concentrated under vacuum
  2. additionthe concentrate was diluted with 500 ml of ethanol after which the hydrochloride
  3. customprecipitated
  4. filtrationAfter filtration the hydrochloride
  5. dissolutionwas dissolved in water
  6. extractionThe base was extracted with dichloromethane
  7. washthe organic phase was washed with water
  8. customdried
  9. customevaporated

出典と根拠

ORDレコード
ord-9f3cbcac96d64b3f8afea45a665b299c
出典データセット
uspto-grants-1993_08
特許番号
US05238939

関連ノート

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