Hydrochloric Acid → 3,3'-Hexamethylene-bis[5-(3",5"-di-tert-butyl-4"-hydroxyphenylethyl)-5-methyl-1-n-hexylhydantoin]

HRID 1578828ノート

反応式

HRID 1578828 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([CH2:16][CH2:17][C:18]2([CH3:56])[NH:22][C:21](=[O:23])[N:20]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][N:30]3[C:34](=[O:35])[C:33]([CH3:53])([CH2:36][CH2:37][C:38]4[CH:43]=[C:42]([C:44]([CH3:47])([CH3:46])[CH3:45])[C:41]([OH:48])=[C:40]([C:49]([CH3:52])([CH3:51])[CH3:50])[CH:39]=4)[NH:32][C:31]3=[O:54])[C:19]2=[O:55])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].Br[CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH3:65].Cl>CN(C)C=O.O>[C:44]([C:42]1[CH:43]=[C:38]([CH2:37][CH2:36][C:33]2([CH3:53])[N:32]([CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH3:65])[C:31](=[O:54])[N:30]([CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][N:20]3[C:19](=[O:55])[C:18]([CH3:56])([CH2:17][CH2:16][C:7]4[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]([OH:11])=[C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])[CH:6]=4)[N:22]([CH2:2][CH2:1][CH2:5][CH2:10][CH2:9][CH3:8])[C:21]3=[O:23])[C:34]2=[O:35])[CH:39]=[C:40]([C:49]([CH3:52])([CH3:51])[CH3:50])[C:41]=1[OH:48])([CH3:47])([CH3:46])[CH3:45]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 81011-BromohexaneHCID 24758Sodium hydrideHCID 227577683,3'-Hexamethylene-bis [5(3",5"-di-tert-butyl-4"-hydroxyphenylethyl)-5-methylhydantoin]

生成物 1

HCID 214163023,3'-Hexamethylene-bis[5-(3",5"-di-tert-butyl-4"-hydroxyphenylethyl)-5-methyl-1-n-hexylhydantoin]

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

7.75 g (0.01 mol) of 3,3'-hexamethylene-bis-[5-(3",5" -di-tert-butyl-4"-hydroxyphenylethyl)-5-methylhydantoin] is added portionwise with stirring to a slurry of 1.92 g (0.04 mol) of a 50% dispersion of sodium hydride in mineral oil in 100 g of dry dimethylformamide. The temperature of the reaction mixture is maintained at 50°-55°C until gas evolution ceases. 3.3 g (0.02 mol) of 1-bromohexane is then added dropwise over a period of 15-30 minutes. The temperature of the mixture is maintained between 60°-80°C until the reaction is complete. The reaction mixture is then poured into water and neutralized with dilute hydrochloric acid. The mixture is then extracted with chloroform. The chloroform phase is dried and completely concentrated under reduced pressure to yield as the residue the desired 3,3'-hexamethylene-bis[5-(3",5" -di-tert-butyl-4"-hydroxyphenylethyl)-5-methyl-1-n-hexylhydantoin].

後処理

  1. temperatureThe temperature of the reaction mixture is maintained at 50°-55°C until gas evolution ceases
  2. temperatureThe temperature of the mixture is maintained between 60°-80°C until the reaction
  3. extractionThe mixture is then extracted with chloroform
  4. dry with materialThe chloroform phase is dried
  5. concentrationcompletely concentrated under reduced pressure

出典と根拠

ORDレコード
ord-24f0699a60fc4cdfae119e94748ac34f
出典データセット
uspto-grants-1976_02
特許番号
US03939175

反応ノート

読み込み中…