Hydrochloric Acid → 4-(Dimethylamino)-4-(3-fluorophenyl)cyclohexan-1-one

HRID 1948604노트

반응식

HRID 1948604 반응식
Cl.[F:2][C:3]1[CH:4]=[C:5]([C:9]2([N:19]([CH3:21])[CH3:20])[CH2:18][CH2:17][C:12]3(OCC[O:13]3)[CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.Cl>O>[CH3:20][N:19]([CH3:21])[C:9]1([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([F:2])[CH:4]=2)[CH2:18][CH2:17][C:12](=[O:13])[CH2:11][CH2:10]1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 57475109HCID 57475109, 화합물

생성물 1

HCID 574751114-(Dimethylamino)-4-(3-fluorophenyl)cyclohexan-1-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

[8-(3-fluorophenyl)-1,4-dioxa-spiro[4.5]dec-8-yl]-dimethylamine hydrochloride (2.80 g, 8.86 mmole) was dissolved in water (3.7 ml), conc. hydrochloric acid (5.5 ml) was added and the mixture was stirred for 4 days at RT. After completion of the hydrolysis the reaction mixture was extracted with ether (2×10 ml), the aqueous solution was made alkaline with 5N sodium hydroxide solution while cooling with ice, the reaction mixture was extracted with dichloromethane (3×50 ml), and the organic phase was dried over sodium sulfate and concentrated by evaporation in vacuo. The crude product was purified by flash chromatography with CHCl3/MeOH (20:1).

후처리

  1. customAfter completion of the hydrolysis the reaction mixture
  2. extractionwas extracted with ether (2×10 ml)
  3. temperaturewhile cooling with ice
  4. extractionthe reaction mixture was extracted with dichloromethane (3×50 ml)
  5. dry with materialthe organic phase was dried over sodium sulfate
  6. concentrationconcentrated by evaporation in vacuo
  7. customThe crude product was purified by flash chromatography with CHCl3/MeOH (20:1)

출처 및 근거

ORD 기록
ord-b1efd012fce642e69306be1999f28f6a
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399503B2

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