HCID 22342822, 화합물 → HCID 22342963, 화합물

HRID 584232노트

반응식

HRID 584232 반응식
C([N:8]1[CH2:13][CH2:12][O:11][CH2:10][C@@H:9]1[CH2:14][F:15])C1C=CC=CC=1.C([N:23]1[CH2:29][CH:28]([F:30])[CH2:27][O:26][CH2:25][CH2:24]1)C1C=CC=CC=1>CO.[C].[Pd]>[F:15][CH2:14][C@H:9]1[CH2:10][O:11][CH2:12][CH2:13][NH:8]1.[F:30][CH:28]1[CH2:27][O:26][CH2:25][CH2:24][NH:23][CH2:29]1

참가 물질

6

반응물 2

HCID 22342822HCID 22342822, 화합물HCID 53953167(3R)-4-Benzyl-3-(fluoromethyl)morpholine

생성물 2

HCID 22342963HCID 22342963, 화합물HCID 54445403(R)-3-(Fluoromethyl)morpholine

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 887Methanol용매

실험 절차

The crude mixture (2.2 g) obtained by the previous procedure, which contained mainly (3R)-4-benzyl-3-fluoromethylmorpholine and 4-benzyl-6-fluoroperhydro-1,4-oxazepine, was dissolved in methanol (50 ml). The solution was hydrogenated in the presence of 10% palladium-carbon (200 mg) at room temperature. After 1 hour of stirring, palladium-carbon was removed by filtration and the filtrate was evaporated under reduced pressure. The two isomers were separated by column chromatography using 2% of methanol in dichloromethane as an eluent to give (3R)-3-fluoromethylmorpholine and 6-fluoroperhydro-1,4-oxazepine (the former was less polar). The products were converted to their hydrochloride as a conventional manner using 4N hydrogen chloride in ethyl acetate, respectively.

후처리

  1. custompalladium-carbon was removed by filtration
  2. customthe filtrate was evaporated under reduced pressure
  3. customThe two isomers were separated by column chromatography

출처 및 근거

ORD 기록
ord-9b992c95e6204eba8af49f390a2ccdb6
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06924278B2

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