Hydrochloric Acid → 4-Hydroxy-4-(pyridin-2-yl)cyclohexanone

HRID 549937노트

반응식

HRID 549937 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1([OH:17])[CH2:16][CH2:15][C:10]2(OCC[O:11]2)[CH2:9][CH2:8]1.Cl>O1CCCC1>[OH:17][C:7]1([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)[CH2:8][CH2:9][C:10](=[O:11])[CH2:15][CH2:16]1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 21187637HCID 21187637, 화합물

생성물 1

HCID 211876304-Hydroxy-4-(pyridin-2-yl)cyclohexanone수율 92%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

8-Pyridin-2-yl-1,4-dioxaspiro[4.5]decan-8-ol (1.44 g) was dissolved in tetrahydrofuran (25 ml). 2M hydrochloric acid (25 ml) was added and the solution stirred at room temperature overnight. The THF was removed in vacuo and remaining solution made basic with 2M aqueous sodium hydroxide and partitioned with dichloromethane (2×100 ml). Combined organics were dried (sodium sulphate) and concentrated in vacuo to give 4-hydroxy-4-pyridin-2-ylcyclohexanone as an off-white solid (1.07 g, 92%).

후처리

  1. customThe THF was removed in vacuo
  2. custompartitioned with dichloromethane (2×100 ml)
  3. dry with materialCombined organics were dried (sodium sulphate)
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-00c0530ef2164911b874a2af9b83bfa2
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07943768B2

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