Hydrochloric Acid → 4-Butyl-4-(pyrrolidin-1-yl)cyclohexanone

HRID 2422394노트

반응식

HRID 2422394 반응식
O.Cl.[CH2:3]([C:7]1([N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[CH2:16][CH2:15][C:10]2(OCC[O:11]2)[CH2:9][CH2:8]1)[CH2:4][CH2:5][CH3:6].[OH-].[Na+]>CC(C)=O>[CH2:3]([C:7]1([N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[CH2:16][CH2:15][C:10](=[O:11])[CH2:9][CH2:8]1)[CH2:4][CH2:5][CH3:6]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 574751141-(8-Butyl-1,4-dioxaspiro[4,5]dec-8-yl)pyrrolidine

생성물 1

HCID 574751134-Butyl-4-(pyrrolidin-1-yl)cyclohexanone

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Water (10.0 ml) and 37% hydrochloric acid (14.0 ml) were added to a solution of 1-(8-butyl-1,4-dioxaspiro[4,5]dec-8-yl)pyrrolidine (2.70 g, 10.1 mmol) in acetone (100 ml) and the mixture was stirred overnight at room temperature. Then 4 M sodium hydroxide solution was added slowly to the mixture until a pH of 10 was achieved. The mixture was extracted with diethyl ether (4×40 ml), the combined organic phases were dried with sodium sulfate and concentrated to small volume under vacuum. The crude product (2.6 g) was purified by flash chromatography (260 g, 30×5.6 cm) with ethyl acetate/methanol (9:1). Yield: 1.06 g (47%), brown oil.

후처리

  1. extractionThe mixture was extracted with diethyl ether (4×40 ml)
  2. dry with materialthe combined organic phases were dried with sodium sulfate
  3. concentrationconcentrated to small volume under vacuum
  4. customThe crude product (2.6 g) was purified by flash chromatography (260 g, 30×5.6 cm) with ethyl acetate/methanol (9:1)

출처 및 근거

ORD 기록
ord-5fe226b265bc4a29a7b4722b3a2a1b04
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07960404B2

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