5H-Dibenzo(a,d)cycloheptene-2-acetic acid, alpha-methyl-5-oxo- → 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propan-1-ol

HRID 259506

反応式

HRID 259506 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[O:7]=[C:8]1[C:14]2[CH:15]=[CH:16][C:17]([CH:19]([CH3:23])[C:20](O)=[O:21])=[CH:18][C:13]=2[CH:12]=[CH:11][C:10]2[CH:24]=[CH:25][CH:26]=[CH:27][C:9]1=2>CCOCC>[O:7]=[C:8]1[C:14]2[CH:15]=[CH:16][C:17]([CH:19]([CH3:23])[CH2:20][OH:21])=[CH:18][C:13]=2[CH:12]=[CH:11][C:10]2[CH:24]=[CH:25][CH:26]=[CH:27][C:9]1=2

参加物

4

反応物 2

HCID 1739105H-Dibenzo(a,d)cycloheptene-2-acetic acid, alpha-methyl-5-oxo-HCID 21226445Aluminium lithium hydride

生成物 1

HCID 214093932-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propan-1-ol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

0.5 G. of lithium aluminum hydride is added to a solution of 2.78 g. of 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propionic acid in 200 ml. of anhydrous ether. The mixture is stirred for 2 hours and then excess hydride is destroyed by sequential addition of ethyl acetate, methanol and water. The ethereal solution is separated and filtered and to it is added 15 g. of activated manganese dioxide. The mixture is stirred for 8 hours, then filtered through 10 g. of silica gel and the eluate evaporated to afford 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propan-1-ol (m.p. 63°-66° C.).

後処理

  1. customexcess hydride is destroyed by sequential addition of ethyl acetate, methanol and water
  2. customThe ethereal solution is separated
  3. filtrationfiltered and to it
  4. additionis added 15 g
  5. stirringThe mixture is stirred for 8 hours
  6. filtrationfiltered through 10 g
  7. customof silica gel and the eluate evaporated

出典と根拠

ORDレコード
ord-df4ea497068b44abb713ef53d4890571
出典データセット
uspto-grants-1977_07
特許番号
US04038299

関連ノート

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