2-Dimethylaminopyridine → 2,3-Dihydro-1h-inden-2-yl methanesulfonate

HRID 450726

반응식

HRID 450726 반응식
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[OH:10].C(N(C(C)C)CC)(C)C.[CH3:20][S:21](Cl)(=[O:23])=[O:22].CN(C1C=CC=CN=1)C>ClCCl>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[O:10][S:21]([CH3:20])(=[O:23])=[O:22]

참가 물질

6

반응물 4

HCID 218852-DimethylaminopyridineHCID 31297Methanesulfonyl chlorideHCID 779362-IndanolHCID 81531Diisopropylethylamine

생성물 1

HCID 2552212,3-Dihydro-1h-inden-2-yl methanesulfonate수율 78%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2-Indanol (20.00 g, 149.5 mmol) and diisopropylethylamine (21.2 g, 164 mmol) was stirred in dichloromethane (300 mL) at 0° C. Methanesulfonyl chloride (18.78 g, 164 mmol) and dimethylaminopyridine (1.80 g) were added simultaneously and stirring continued at room temperature for 18 h. Solution was evaporated, partitioned between ethyl acetate and water, and the organic phase separated. This was washed with NaHCO3 (sat) and with citric acid solution (5%) and dried over MgSO4. The filtered solution was concentrated and the resultant solid recrystallized from isopropanol-EtOH (3:1) to give off-white crystals (24.6 g, 78%).

후처리

  1. customSolution was evaporated
  2. custompartitioned between ethyl acetate and water
  3. customthe organic phase separated
  4. washThis was washed with NaHCO3 (sat) and with citric acid solution (5%)
  5. dry with materialdried over MgSO4
  6. concentrationThe filtered solution was concentrated
  7. customthe resultant solid recrystallized from isopropanol-EtOH (3:1)

출처 및 근거

ORD 기록
ord-8a773c1aeae7433abb88a6f5b83d4413
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486984B2

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