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HCID 178495702、化合物 → 5-(Methoxymethyl)oxazolidin-2-one

HRID 1900069
ノート
印刷プレビュー

反応式

HRID 1900069 の反応式
[CH3:1][O:2][CH2:3][C@@H:4]1[O:8][C:7](=[O:9])[N:6](C2C=CC([C@H]3CC[C@H](OCCC#N)CC3)=CC=2)[CH2:5]1>CO.N.[Ni]>[CH3:1][O:2][CH2:3][CH:4]1[O:8][C:7](=[O:9])[NH:6][CH2:5]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 1

HCID 178495702HCID 178495702、化合物

生成物 1

HCID 103131495-(Methoxymethyl)oxazolidin-2-one

試薬・触媒・溶媒 3

HCID 935Nickel触媒HCID 222Ammonia溶媒HCID 887Methanol溶媒

実験手順

932 mg (2.6 mmol) of (R)-3-[trans-4-[4-(5-methoxymethyl-2-oxo-oxazolidin-3-yl)-phenyl]-cyclohexyloxy]-propionitrile were dissolved in 60 ml of methanol saturated with dry ammonia gas and hydrogenated in the presence of 0.9 g of Raney-nickel (Type B 113W Degussa). After 3 hours the catalyst was filtered off under suction and the filtrate was evaporated. The residue was dissolved in methylene chloride, washed with water, dried over sodium sulfate, filtered and evaporated. The base was dissolved in alcohol and made acid with ethereal hydrochloric acid. After recrystallization from alcohol-ether there were obtained 825.2 mg of (R)-3-[trans-4-(3-amino-propoxy)-cyclohexyl]-phenyl]-5-methoxymethyl-oxazolidin-2-one.HCl. M.p.: 178°-180°. [α]D =-29.78° (c=1% in CHCl3).

後処理

  1. filtrationAfter 3 hours the catalyst was filtered off under suction
  2. customthe filtrate was evaporated
  3. dissolutionThe residue was dissolved in methylene chloride
  4. washwashed with water
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. dissolutionThe base was dissolved in alcohol
  9. customAfter recrystallization from alcohol-ether

出典と根拠

ORDレコード
ord-a53690b1a42f419caf4cfc3fb6322405
出典データセット
uspto-grants-1996_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05574055

反応ノート

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