Water → Di-[1-(alpha-methylbenzyloxy)-2,2,6,6-tetramethylpiperidine-4-yl] Sebacate

HRID 1590926

反応式

HRID 1590926 の反応式
[C:1]([O:24][CH:25]1[CH2:30][C:29]([CH3:32])([CH3:31])[NH:28][C:27]([CH3:34])([CH3:33])[CH2:26]1)(=[O:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH:13]1[CH2:18][C:17]([CH3:20])([CH3:19])[NH:16][C:15]([CH3:22])([CH3:21])[CH2:14]1)=[O:11].[C:35]([O:39]O)([CH3:38])([CH3:37])C.[OH2:41].[CH2:42]([C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)[CH3:43]>[Mo]=O>[C:1]([O:24][CH:25]1[CH2:30][C:29]([CH3:32])([CH3:31])[N:28]([O:41][CH:42]([CH3:43])[C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[C:27]([CH3:34])([CH3:33])[CH2:26]1)(=[O:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH:13]1[CH2:18][C:17]([CH3:19])([CH3:20])[N:16]([O:39][CH:35]([CH3:38])[C:37]2[CH:5]=[CH:4][CH:3]=[CH:2][CH:1]=2)[C:15]([CH3:21])([CH3:22])[CH2:14]1)=[O:11]

参加物

6

反応物 4

HCID 962WaterHCID 6410tert-Butyl hydroperoxideHCID 7500EthylbenzeneHCID 164282Tinuvin 770

生成物 1

HCID 19768362Di-[1-(alpha-methylbenzyloxy)-2,2,6,6-tetramethylpiperidine-4-yl] Sebacate収率 70%

試薬・触媒・溶媒 1

HCID 139765Molybdenum oxide触媒

反応条件

温度
110 °C

実験手順

A mixture of 40.0 g (83 mmol) of di-(2,2,6,6-tetramethylpiperidin-4-yl) sebacate, 2.0 g of molybdenum oxide, and 250 ml of ethylbenzene is heated to 110° C. (nitrogen atmosphere). A commercially available solution of 70% t-butyl hydroperoxide in water (64.3 g, 499 mmol) is added dropwise over 30 min. Water is collected in a Dean-Stark trap. Heating is continued for 90 minutes after the addition. The reaction mixture is filtered and evaporated. The resulting crude oil is dissolved in heptane (300 ml), and this solution is passed through a short column of silica gel. The first 350 ml of filtrate, nearly pure by TLC, is evaporated to give 41.7 g (70% yield) of the title compound, a viscous oil.

後処理

  1. customWater is collected in a Dean-Stark trap
  2. temperatureHeating
  3. additionafter the addition
  4. filtrationThe reaction mixture is filtered
  5. customevaporated
  6. dissolutionThe resulting crude oil is dissolved in heptane (300 ml)
  7. customThe first 350 ml of filtrate, nearly pure by TLC, is evaporated

出典と根拠

ORDレコード
ord-4501b9aa0c7c4d44915ad6a18b89cd8e
出典データセット
uspto-grants-1993_04
特許番号
US05204473

関連ノート

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