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Dichloromethane → 3-(1,3-Dioxan-2-yl)-1-(5-norbornen-2-yl)-1-propyl acetate

HRID 1058158
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HRID 1058158 반응식
[O:1]1[CH2:6][CH2:5][CH2:4][O:3][CH:2]1[CH2:7][CH2:8][CH:9]([CH:11]1[CH2:16][CH:15]2[CH2:17][CH:12]1[CH:13]=[CH:14]2)[OH:10].[C:18](OC(=O)C)(=[O:20])[CH3:19].C(Cl)Cl.C(N(CC)CC)C>CN(C)C1C=CN=CC=1.O>[C:18]([O:10][CH:9]([CH:11]1[CH2:16][CH:15]2[CH2:17][CH:12]1[CH:13]=[CH:14]2)[CH2:8][CH2:7][CH:2]1[O:3][CH2:4][CH2:5][CH2:6][O:1]1)(=[O:20])[CH3:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 222810373-(1,3-Dioxan-2-yl)-1-(5-norbornen-2-yl)-1-propanol

생성물 1

HCID 222810363-(1,3-Dioxan-2-yl)-1-(5-norbornen-2-yl)-1-propyl acetate수율 96%

시약·촉매·용매 2

HCID 14284
4-(Dimethylamino)pyridine
촉매
HCID 962Water용매2회

실험 절차

To a mixture of 15.0 g of 3-(1,3-dioxan-2-yl)-1-(5-norbornen-2-yl)-1-propanol, 9.6 g of acetic anhydride, 100 mg of 4-dimethylaminopyridine and 50 ml of methylene chloride, 10.2 g of triethylamine was added dropwise over 30 minutes at 20° C. Stirring was continued for 30 minutes whereupon 10 g of water was added to stop reaction. Stirring was continued for a further 30 minutes whereupon water was added to the reaction solution, which was extracted with hexane. The organic layer was successively 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 16.9 g of 3-(1,3-dioxan-2-yl)-1-(5-norbornen-2-yl)-1-propyl acetate (boiling point 125° C./53 Pa, yield 96%).

후처리

  1. additionwas added dropwise over 30 minutes at 20° C
  2. additionwas added
  3. customreaction
  4. stirringStirring
  5. additionwas added to the reaction solution, which
  6. extractionwas extracted with hexane
  7. washThe organic layer was successively washed with water and saturated sodium chloride water
  8. dry with materialdried over anhydrous sodium sulfate
  9. concentrationconcentrated in vacuum
  10. distillationIt was further purified by vacuum distillation

출처 및 근거

ORD 기록
ord-dd5c674685b143a39c63bb57473b74bf
출처 데이터셋
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06515149B2

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