tert-Butyl hydroperoxide → 8-alpha-Methylbenzyloxy-7,7,9,9-tetramethyl-8-aza-1,4-dioxaspiro[4.5]decane

HRID 1650029

反応式

HRID 1650029 の反応式
[CH3:1][C:2]1([CH3:14])[NH:11][C:10]([CH3:13])([CH3:12])[CH2:9][C:4]2([O:8][CH2:7][CH2:6][O:5]2)[CH2:3]1.C([O:19]O)(C)(C)C.[CH2:21]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH3:22]>[Mo](=O)(=O)=O>[CH3:22][CH:21]([O:19][N:11]1[C:2]([CH3:14])([CH3:1])[CH2:3][C:4]2([O:5][CH2:6][CH2:7][O:8]2)[CH2:9][C:10]1([CH3:13])[CH3:12])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

参加物

5

反応物 3

HCID 6410tert-Butyl hydroperoxideHCID 7500EthylbenzeneHCID 5670457,7,9,9-Tetramethyl-1,4-dioxa-8-azaspiro[4.5]decane

生成物 1

HCID 536985478-alpha-Methylbenzyloxy-7,7,9,9-tetramethyl-8-aza-1,4-dioxaspiro[4.5]decane

試薬・触媒・溶媒 1

HCID 14802Molybdenum trioxide触媒

実験手順

A mixture of 38.1 g (191 mmol) of 7,7,9,9-tetramethyl-8-aza-1,4-dioxaspiro[4.5]decane, 73.8 g (574 mmol) of 70% aq. t-butyl hydroperoxide, 2.0 g of molybdenum trioxide, and 130 ml of ethylbenzene is refluxed for 6 hours. Water is collected in a Dean-Stark trap. The catalyst is filtered and the filtrate is concentrated at reduced pressure. The residue is dissolved in heptane and passed through silica gel. A Kugelrohr distillation (120° C., 0.1 mm Hg) is used to remove volatile by-products. The title compound crystallizes on standing.

後処理

  1. temperatureis refluxed for 6 hours
  2. customWater is collected in a Dean-Stark trap
  3. filtrationThe catalyst is filtered
  4. concentrationthe filtrate is concentrated at reduced pressure
  5. dissolutionThe residue is dissolved in heptane
  6. distillationA Kugelrohr distillation (120° C., 0.1 mm Hg)
  7. customto remove volatile by-products
  8. customThe title compound crystallizes on standing

出典と根拠

ORDレコード
ord-f39e98eb6c0a4c4dadba95bc431de4dc
出典データセット
uspto-grants-1990_05
特許番号
US04921962

関連ノート

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