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

HRID 1058158
ノート
印刷プレビュー

反応式

HRID 1058158 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 14284
4-(Dimethylamino)pyridine
触媒
HCID 962Water溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-dd5c674685b143a39c63bb57473b74bf
出典データセット
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06515149B2

反応ノート

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