Diphosgene → 6-(Phenylmethyl)-1,6-diazabicyclo[3,2,1]octan-7-one

HRID 1869232

反応式

HRID 1869232 の反応式
[C:1]1([CH2:7][NH:8][CH:9]2[CH2:14][CH2:13][CH2:12][NH:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[O:15]=[C:16](Cl)OC(Cl)(Cl)Cl>C1(C)C=CC=CC=1>[C:1]1([CH2:7][N:8]2[C:16](=[O:15])[N:11]3[CH2:10][CH:9]2[CH2:14][CH2:13][CH2:12]3)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

4

反応物 2

HCID 10426DiphosgeneHCID 21942046N-benzylpiperidin-3-amine

生成物 1

HCID 219421536-(Phenylmethyl)-1,6-diazabicyclo[3,2,1]octan-7-one収率 30%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
0 °C

実験手順

1.06 g of the product obtained in stage C is dissolved in 28 cm3 of toluene, then cooled down to 0° C. and 337 μl of diphosgene is added under an inert gas. Then the temperature is left to rise and maintained for 2 hours at 20° C. The reaction medium is concentrated under reduced pressure then the residue is chromatographed on silica eluting successively with methylene chloride-acetone 95/5 then 80/20 and finally methylene chloride-methanol, triethylamine 92/8/3 and 362 mg of expected product C13H16N2O (M=216.85 g) is obtained i.e. a yield of 30%.

後処理

  1. waitThen the temperature is left
  2. temperaturemaintained for 2 hours at 20° C
  3. concentrationThe reaction medium is concentrated under reduced pressure
  4. customthe residue is chromatographed on silica eluting successively with methylene chloride-acetone 95/5

出典と根拠

ORDレコード
ord-1aec289b96834e38b746710cd65ec6ae
出典データセット
uspto-grants-2009_12
特許番号
US07638529B2

関連ノート

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