Triethylamine → 1,3-Dioxan-5-yl 5-norbornene-2-carboxylate

HRID 351492

反応式

HRID 351492 の反応式
C1OCOC1CO.C(N(CC)CC)C.C12CC(C=C1)CC2C(Cl)=O.[CH:25]12[CH2:31][CH:28]([CH:29]=[CH:30]1)[CH2:27][CH:26]2[C:32]([O:34][CH2:35][CH:36]1[CH2:40][O:39][CH2:38][O:37]1)=[O:33]>O.C1(C)C=CC=CC=1>[CH:25]12[CH2:31][CH:28]([CH2:29][CH2:30]1)[CH:27]=[C:26]2[C:32]([O:34][CH:35]1[CH2:36][O:37][CH2:38][O:39][CH2:40]1)=[O:33]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 216181,3-Dioxolane-4-methanolHCID 98233Bicyclo(2.2.1)hept-5-ene-2-carbonyl chlorideHCID 22713062(1,3-Dioxolan-4-yl)methyl 5-norbornene-2-carboxylate

生成物 1

HCID 699102001,3-Dioxan-5-yl 5-norbornene-2-carboxylate収率 95%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒

実験手順

To a mixture of 104 g of glycerol formal, 111 g of triethylamine and 300 ml of toluene, 157 g of 5-norbornene-2-carbonyl chloride was added over one hour at 20° C. After 5 hours of stirring, 200 ml of water was added to stop the reaction and the mixture was allowed to separate. The organic layer was washed with water and saturated sodium chloride water, dried over anhydrous sodium sulfate, and concentrated in vacuum. It was further purified by vacuum distillation, obtaining 213 g of a mixture of (1,3-dioxolan-4-yl)methyl 5-norbornene-2-carboxylate and 1,3-dioxan-5-yl 5-norbornene-2-carboxylate (boiling point 111-115° C./530 Pa, yield 95%).

後処理

  1. additionwas added over one hour at 20° C
  2. customthe reaction
  3. customto separate
  4. washThe organic layer was washed with water and saturated sodium chloride water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated in vacuum
  7. distillationIt was further purified by vacuum distillation

出典と根拠

ORDレコード
ord-58449c2172d64bb194918c6cc2617234
出典データセット
uspto-grants-2004_06
特許番号
US06743566B2

関連ノート

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