Toluene → 4-Hydroxy-4-methylpentyl 5-norbornene-2-carboxylate

HRID 1795731노트

반응식

HRID 1795731 반응식
[CH3:1][C:2]([OH:8])([CH3:7])[CH2:3][CH2:4][CH2:5][OH:6].C(N(CC)CC)C.C1(C)C=CC=CC=1.[CH:23]12[CH2:29][CH:26]([CH:27]=[CH:28]1)[CH2:25][CH:24]2[C:30](Cl)=[O:31]>O>[CH:23]12[CH2:29][CH:26]([CH:27]=[CH:28]1)[CH2:25][CH:24]2[C:30]([O:6][CH2:5][CH2:4][CH2:3][C:2]([OH:8])([CH3:7])[CH3:1])=[O:31]

참가 물질

6

반응물 4

HCID 1140TolueneHCID 8471TriethylamineHCID 98233Bicyclo(2.2.1)hept-5-ene-2-carbonyl chlorideHCID 109862004-Methylpentane-1,4-diol

생성물 1

HCID 221790144-Hydroxy-4-methylpentyl 5-norbornene-2-carboxylate수율 90%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixture of 118 g of 4-methyl-1,4-pentanediol, 111 g of triethylamine and 400 ml of toluene at 20° C., 157 g of 5-norbornene-2-carbonyl chloride was added over one hour. After 5 hours of stirring, 200 ml of water was added to the reaction solution to stop the reaction whereupon the mixture separated. The organic layer was washed with water and saturated sodium chloride water, dried over anhydrous sodium sulfate, and concentrated in vacuum. It was purified by vacuum distillation, collecting 214 g of 0.4-hydroxy-4-methylpentyl 5-norbornene-2-carboxylate (boiling point: 111–113° C./27 Pa, yield: 90%).

후처리

  1. customthe reaction whereupon the mixture
  2. customseparated
  3. washThe organic layer was washed with water and saturated sodium chloride water
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuum
  6. distillationIt was purified by vacuum distillation
  7. customcollecting 214 g of 0

출처 및 근거

ORD 기록
ord-a3e462c9da31464493497ff34a57b857
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07029822B2

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