Potassium Hydroxide → (R)-(3-Pyrrolidineoxy)tetrahydro-2H-pyran

HRID 1455519노트

반응식

HRID 1455519 반응식
[OH-].[K+].[O:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH:4]1[O:9][CH:10]1[CH2:14][CH2:13][N:12](C=O)[CH2:11]1>O>[O:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH:4]1[O:9][C@@H:10]1[CH2:14][CH2:13][NH:12][CH2:11]1

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 86018577HCID 86018577, 화합물

생성물 1

HCID 18392016(R)-(3-Pyrrolidineoxy)tetrahydro-2H-pyran수율 100%

시약·촉매·용매 1

HCID 962Water용매

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온도
50 °C

실험 절차

A solution of KOH (5 g) in water (50 ml) was added to 3-(tetrahydropyran-2-yloxy)pyrrolidine-1-carbaldehyde. The mixture was heated at 50° C. for approximately one hour, after which time GC analysis showed the reaction was complete. After cooling to room temperature, the product was extracted with DCM (3×50 ml). The organic phase was dried over MgSO4 and concentrated. The title compound was obtained in 100% yield, (8.5 g). GC analysis, RT 10.4 min, 96.6% purity. δH (CDCl3) 4.60-4.70 (1H, m), 4.35-4.45 (1H, m), 3.80-3.95 (1H, m), 3.40-3.60 (1H, m), 2.90-3.25 (4H, m), 1.40-2.05 (8H, m).

후처리

  1. temperatureAfter cooling to room temperature
  2. extractionthe product was extracted with DCM (3×50 ml)
  3. dry with materialThe organic phase was dried over MgSO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-062823f3ce4b4e628e60b6ca41e46c5f
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07482452B2

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