HCID 22342822、化合物 → HCID 22342963、化合物

HRID 584232ノート

反応式

HRID 584232 の反応式
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

参加物

6

反応物 2

HCID 22342822HCID 22342822、化合物HCID 53953167(3R)-4-Benzyl-3-(fluoromethyl)morpholine

生成物 2

HCID 22342963HCID 22342963、化合物HCID 54445403(R)-3-(Fluoromethyl)morpholine

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 887Methanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-9b992c95e6204eba8af49f390a2ccdb6
出典データセット
uspto-grants-2005_08
特許番号
US06924278B2

反応ノート

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