Dimethylamine → 4-[3-(Dimethylamino)butyl]-phenol

HRID 846258

反応式

HRID 846258 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10](=O)[CH3:11])=[CH:4][CH:3]=1.[CH3:13][NH:14][CH3:15]>C(O)C.Cl.[Pd]>[CH3:13][N:14]([CH3:15])[CH:10]([CH3:11])[CH2:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=1

参加物

6

反応物 2

HCID 674DimethylamineHCID 216484-(4'-Hydroxyphenyl)-2-butanone

生成物 1

HCID 30298764-[3-(Dimethylamino)butyl]-phenol収率 47%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒

実験手順

A solution of 4-(4-hydroxyphenyl)-2-butanone (100 g) in 500 ml of ethanol with anhydrous dimethylamine (300 ml) and 5% palladium on sulfide carbon (100 g) was placed in a high pressure reaction vessel and kept under 1000 psi of H2 at 175° C. for 8 hours. The resultant solution was then filtered and the solvent removed in vacuo to give an oil which was dissolved in 1N hydrochloric acid (100 ml) and extracted with two 100 ml portions of ether. The aqueous layer was adjusted to pH7 with 2N sodium hydroxide and extracted with an additional two 100 ml volumes of ether. The organic extract was retained and dried and reduced in volume to give 55 g (47% yield) of the desired subtitled intermediate.

後処理

  1. filtrationThe resultant solution was then filtered
  2. customthe solvent removed in vacuo
  3. customto give an oil which
  4. extractionextracted with two 100 ml portions of ether
  5. extractionextracted with an additional two 100 ml volumes of ether
  6. extractionThe organic extract
  7. customdried

出典と根拠

ORDレコード
ord-05f5a452e3b44f5cb2a2ce721205cb3b
出典データセット
uspto-grants-1992_08
特許番号
US05135955

関連ノート

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