Sodium Hydroxide → 4-[3-(1-Adamantyl)-4-methoxyphenylureido]benzoic acid

HRID 235312ノート

反応式

HRID 235312 の反応式
[OH-].[Na+].[C:3]12([C:13]3[CH:14]=[C:15]([NH:21][C:22](=[O:34])[NH:23][C:24]4[CH:33]=[CH:32][C:27]([C:28]([O:30]C)=[O:29])=[CH:26][CH:25]=4)[CH:16]=[CH:17][C:18]=3[O:19][CH3:20])[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([CH2:6]3)[CH2:4]1)[CH2:10]2>CO>[C:3]12([C:13]3[CH:14]=[C:15]([NH:21][C:22](=[O:34])[NH:23][C:24]4[CH:33]=[CH:32][C:27]([C:28]([OH:30])=[O:29])=[CH:26][CH:25]=4)[CH:16]=[CH:17][C:18]=3[O:19][CH3:20])[CH2:10][CH:9]3[CH2:11][CH:5]([CH2:6][CH:7]([CH2:8]3)[CH2:12]1)[CH2:4]2

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 67714159Methyl 4-[3-(1-adamantyl)-4-methoxyphenylureido]benzoate

生成物 1

HCID 677141384-[3-(1-Adamantyl)-4-methoxyphenylureido]benzoic acid収率 87%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

6 g (0.15 mol) of sodium hydroxide are added to a solution of 6.08 g (14 mmol) of methyl 4-[3-(1-adamantyl)-4-methoxyphenylureido]benzoate in 75 ml of methanol and the mixture is stirred at room temperature for 3 hours and then heated to reflux for 3.5 hours. The reaction mixture is evaporated, the residue is then taken up with 100 ml of water and the mixture is acidified to pH 1. The solid is filtered off, rinsed with water, dried and recrystallized in a tetrahydrofuran/hexane mixture to yield 2.78 g (87%) of 4-[3-(1-adamantyl)-4-methoxyphenylureido]benzoic acid, melting point 279°-282° C.

後処理

  1. temperatureheated
  2. temperatureto reflux for 3.5 hours
  3. customThe reaction mixture is evaporated
  4. filtrationThe solid is filtered off
  5. washrinsed with water
  6. customdried
  7. customrecrystallized in a tetrahydrofuran/hexane mixture

出典と根拠

ORDレコード
ord-42fefcc204a84b329b19c50b141fe78c
出典データセット
uspto-grants-1997_01
特許番号
US05597839

反応ノート

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