Acetic Acid → 5-(3',5'-Di-tert.-butyl-4'-hydroxy-phenylethyl)-5-methyl-3-ethoxycarbonylethyl-hydantoin

HRID 1578825ノート

反応式

HRID 1578825 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([CH2:16][CH2:17][C:18]2([CH3:25])[NH:22][C:21](=[O:23])[NH:20][C:19]2=[O:24])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].[CH2:26]([O:28][C:29](=[O:32])[CH:30]=[CH2:31])[CH3:27].[OH-].C([N+](C)(C)C)C1C=CC=CC=1.C(O)(=O)C>C(O)C.CO.O>[C:12]([C:9]1[CH:8]=[C:7]([CH2:16][CH2:17][C:18]2([CH3:25])[NH:22][C:21](=[O:23])[N:20]([CH2:31][CH2:30][C:29]([O:28][CH2:26][CH3:27])=[O:32])[C:19]2=[O:24])[CH:6]=[C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])[C:10]=1[OH:11])([CH3:15])([CH3:14])[CH3:13]

参加物

8

反応物 4

HCID 176Acetic AcidHCID 8821Ethyl AcrylateHCID 66854Benzyltrimethylammonium hydroxideHCID 214162765-(3'5'-Di-tert-butyl-4'-hydroxyphenylethyl)-5-methylhydantoin

生成物 1

HCID 214162965-(3',5'-Di-tert.-butyl-4'-hydroxy-phenylethyl)-5-methyl-3-ethoxycarbonylethyl-hydantoin収率 74.6%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

30 g (0.087 mol) of 5-(3',5'-di-tert.-butyl-4'-hydroxyphenylethyl)-5-methyl-hydantoin and 13.1 g (0.131 mol) of acrylic acid ethyl ester are dissolved in 100 ml of ethanol, 2 ml of a 40% strength solution of benzyl-trimethyl-ammonium hydroxide in methanol are added and the mixture is heated under reflux for 12 hours, whilst stirring. Thereafter it is neutralised with glacial acetic acid, diluted with 50 ml of water and cooled whilst stirring. The precipitate formed is filtered off, washed with 50% strength ethanol and recrystallised from 70% strength alcohol. 29 g of 5-(3',5'-di-tert.-butyl-4'-hydroxy-phenylethyl)-5-methyl-3-ethoxycarbonylethyl-hydantoin of melting point 100°C are thus obtained. (Stabiliser No. 9).

後処理

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 12 hours
  3. temperaturecooled
  4. stirringwhilst stirring
  5. customThe precipitate formed
  6. filtrationis filtered off
  7. washwashed with 50% strength ethanol
  8. customrecrystallised from 70% strength alcohol

出典と根拠

ORDレコード
ord-0e2a991b5c314de7a05105e34b685d81
出典データセット
uspto-grants-1976_02
特許番号
US03939175

反応ノート

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