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

HRID 1058152

반응식

HRID 1058152 반응식
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]

참가 물질

7

반응물 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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-f5fa293f397d4965875a84c5d4ade0a5
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06515150B2

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