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

HRID 1966813ノート

反応式

HRID 1966813 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-b23567b64d20417a92136be82466d129
出典データセット
uspto-grants-2013_04
特許番号
US08420666B2

反応ノート

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