3,4-dihydro-2H-pyran → (Z)-4-(Tetrahydro-2H-pyran-2-yl-oxy)but-2-en-1-ol

HRID 1271253노트

반응식

HRID 1271253 반응식
[CH:1]([OH:6])=[CH:2][CH2:3][CH2:4][OH:5].[O:7]1[CH:12]=[CH:11][CH2:10][CH2:9][CH2:8]1>O1CCCC1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>[O:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]1[O:6][CH2:1]/[CH:2]=[CH:3]\[CH2:4][OH:5]

참가 물질

5

반응물 2

HCID 80803,4-dihydro-2H-pyranHCID 122526Butene-1,4-diol

생성물 1

HCID 10975949(Z)-4-(Tetrahydro-2H-pyran-2-yl-oxy)but-2-en-1-ol수율 33.5%

시약·촉매·용매 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)촉매HCID 8028Tetrahydrofuran용매2회

실험 절차

50 g of 1,4-butenediol was dissolved in 200 ml of tetrahydrofuran and 280 mg of pyridinium p-toluenesulfonate was added and a solution prepared by dissolving 10.27 g of 3,4-dihydro-2H-pyrane in 50 ml of tetrahydrofuran was added dropwise under ice cooling. After the temperature was returned to room temperature, the reaction solution was stirred for 21 hours. The solvent was evaporated under reduced pressure and the residue was extracted with diethyl ether after adding water. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure to obtain 7.05 g of a desired crude product as a colorless oily substance.

후처리

  1. customa solution prepared
  2. additionwas added dropwise under ice cooling
  3. customwas returned to room temperature
  4. customThe solvent was evaporated under reduced pressure
  5. extractionthe residue was extracted with diethyl ether
  6. additionafter adding water
  7. washThe extract was washed with saturated brine
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-2bfc0c2797be434e87d5adcf5a5ac4e2
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07205302B2

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