Toluene → t-Butyl (3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxy-phenyl)-carbamate

HRID 13265ノート

反応式

HRID 13265 の反応式
C([N:4](C(C)C)CC)(C)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.[C:27]([N:30]1[CH2:34][CH2:33][CH2:32][CH:31]1[C:35]1[CH:36]=[C:37]([CH:41]=[CH:42][C:43]=1[O:44][CH2:45][C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1)C(O)=O)(=[O:29])[CH3:28].[C:52](=[O:55])(O)[O-:53].[Na+].[C:57]1([CH3:63])[CH:62]=CC=C[CH:58]=1>CC(O)(C)C>[C:27]([N:30]1[CH2:34][CH2:33][CH2:32][CH:31]1[C:35]1[CH:36]=[C:37]([NH:4][C:52](=[O:55])[O:53][C:57]([CH3:63])([CH3:62])[CH3:58])[CH:41]=[CH:42][C:43]=1[O:44][CH2:45][C:46]1[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=1)(=[O:29])[CH3:28]

参加物

7

反応物 5

HCID 1140TolueneHCID 81531DiisopropylethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 516892Sodium BicarbonateHCID 23145661HCID 23145661、化合物

生成物 1

HCID 86619203t-Butyl (3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxy-phenyl)-carbamate

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒

実験手順

3.0 ml of diisopropylethylamine and 3.8 ml of diphenylphosphoryl azide were added in order to a solution of 5 g of 3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxybenzoic acid in a mixture of 15 ml of toluene and 15 ml of 2-methyl-2-propanol, and the reaction liquid was heated overnight under reflux. After cooled, saturated saline and aqueous saturated sodium bicarbonate were added to the reaction liquid, and this was extracted with ethyl acetate, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/0 to 1/1 to 0/1) to obtain the entitled compound as a colorless amorphous substance.

後処理

  1. customthe reaction liquid
  2. temperaturewas heated overnight
  3. temperatureunder reflux
  4. temperatureAfter cooled
  5. extractionthis was extracted with ethyl acetate
  6. dry with materialdried with anhydrous magnesium sulfate
  7. customThe solvent was evaporated away under reduced pressure
  8. customthe resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/0 to 1/1 to 0/1)
  9. customto obtain the entitled compound as a colorless amorphous substance

出典と根拠

ORDレコード
ord-e9b7a71fe29540f9aa2942b9086877ac
出典データセット
uspto-grants-2010_06
特許番号
US07728025B2

反応ノート

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