Ethylene Glycol → 2-[(Benzyloxy)methyl]-5,8-dioxaspiro[3.4]octane

HRID 1966813노트

반응식

HRID 1966813 반응식
C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH2:12]([O:19][CH2:20][CH:21]1[CH2:24][C:23](=[O:25])[CH2:22]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[CH2:26](O)[CH2:27][OH:28].O>C1C=CC=CC=1>[CH2:12]([O:19][CH2:20][CH:21]1[CH2:24][C:23]2([O:28][CH2:27][CH2:26][O:25]2)[CH2:22]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

6

반응물 4

HCID 174Ethylene GlycolHCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 118198503-((Benzyloxy)methyl)cyclobutanone

생성물 1

HCID 120735822-[(Benzyloxy)methyl]-5,8-dioxaspiro[3.4]octane

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

p-Toluene sulphonic acid (2.0 gm) was added to a solution of 3-[(benzyloxy)methyl]cyclobutanone (25.0 gm, 131.6 mmol) (step b) and 1,2-ethanediol (8.98 gm, 144.7 mmol) in benzene and the reaction mixture was refluxed with removal of water through dean-stark apparatus. After about 6 hours, the reaction mixture was cooled to room temperature and washed with saturated sodium bicarbonate solution, followed by water and brine. The organic layer was dried over sodium sulphate and concentrated under reduced pressure to get a crude product, which was purified by column chromatography.

후처리

  1. washwashed with saturated sodium bicarbonate solution
  2. dry with materialThe organic layer was dried over sodium sulphate
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-b23567b64d20417a92136be82466d129
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08420666B2

반응 노트

불러오는 중…