Ethanol → HCID 9947152、化合物

HRID 1795585ノート

反応式

HRID 1795585 の反応式
[CH2:1](N(C1C(C)=CC2C(C)CCC(C)(C)C=2C=1)C1C=CC(C(OCC)=O)=CC=1)C.C([N:31]([C:43]1[C:52]([CH3:53])=[CH:51][C:50]2[C:49]([CH3:55])([CH3:54])[CH2:48][CH:47]=[C:46]([CH3:56])[C:45]=2[CH:44]=1)[C:32]1[CH:42]=[CH:41][C:35]([C:36]([O:38][CH2:39][CH3:40])=[O:37])=[CH:34][CH:33]=1)C.C(O)C.[OH-].[K+]>O>[CH2:56]([C:46]1[C:45]2[CH:44]=[C:43]([NH:31][C:32]3[CH:33]=[CH:34][C:35]([C:36]([O:38][CH2:39][CH3:40])=[O:37])=[CH:41][CH:42]=3)[C:52]([CH3:53])=[CH:51][C:50]=2[C:49]([CH3:54])([CH3:55])[CH2:48][CH:47]=1)[CH3:1]

参加物

6

反応物 4

HCID 702EthanolHCID 14797Potassium HydroxideHCID 10270958HCID 10270958、化合物HCID 22218330Ethyl 4-[ethyl(3,5,8,8-tetramethyl-5,6-dihydronaphthalen-2-yl)amino]benzoate

生成物 1

HCID 9947152HCID 9947152、化合物収率 92%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

General Procedure E To a solution of ethyl 4-[ethyl(3,5,8,8-tetramethyl-5,6-dihydronaphthalen-2-yl)amino]benzoate, (Compound 19, 0.17 g, 0.45 mmol) and 5 mL of absolute ethyl alcohol was added aqueous 5 M KOH (2 mL). The resulting solution was heated in an 60° C. bath for 24 h. The solution was cooled to room temperature, diluted with water and washed once with 2:1 hexane:ethyl acetate solution, and the layers were separated. The aqueous layer was acidified with HCl 2 N to pH=0-1 and the product extracted three times with ethyl acetate. The combined organic extracts were washed with brine, dried over MgSO4, and filtered. The solvent was removed to give 0.042 g (92%) of the title compound as an off-white solid.

後処理

  1. temperatureThe solution was cooled to room temperature
  2. washwashed once with 2:1 hexane
  3. customethyl acetate solution, and the layers were separated
  4. extractionthe product extracted three times with ethyl acetate
  5. washThe combined organic extracts were washed with brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. customThe solvent was removed

出典と根拠

ORDレコード
ord-094fad334df14da2ab8d8e6eaa0796ff
出典データセット
uspto-grants-2006_04
特許番号
US07026487B2

反応ノート

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