Pyridine → Carbonic acid 1-chloroethyl ester (R)-1-methylbutyl ester

HRID 2089649ノート

反応式

HRID 2089649 の反応式
Cl[C:2]([O:4][CH:5]([Cl:7])[CH3:6])=[O:3].N1C=CC=CC=1.[CH3:14][C@@H:15]([OH:19])[CH2:16][CH2:17][CH3:18].CC1(C)C2(CS(O)(=O)=O)C(CC1CC2)=O>C1COCC1.CCCCCCC.C(OCC)(=O)C>[CH3:14][C@@H:15]([O:19][C:2](=[O:3])[O:4][CH:5]([Cl:7])[CH3:6])[CH2:16][CH2:17][CH3:18]

参加物

8

反応物 4

HCID 1049PyridineHCID 18462Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 5213051-Chloroethyl chloroformateHCID 7014876(2R)-pentan-2-ol

生成物 1

HCID 86677396Carbonic acid 1-chloroethyl ester (R)-1-methylbutyl ester

試薬・触媒・溶媒 3

HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒HCID 8900Heptane溶媒

実験手順

To a mixture of 1-chloroethyl chloroformate (1.19 mL), pyridine (1.49 mL), and THF (100 mL), (R)-(−)-2-pentanol [CSA No. 31087-44-2] (1 mL) dissolved in THF (3 mL) was added at −78° C. After stirring the mixture overnight at room temperature, ethyl acetate and heptane were added to the reaction mixture. The resulting mixture was sequentially washed with 0.5 N hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution, water, and saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The resulting mixture was filtered, and the filtrate obtained was concentrated under reduced pressure to obtain the captioned compound (1.8 g) as a crude product.

後処理

  1. additionwas added at −78° C
  2. washThe resulting mixture was sequentially washed with 0.5 N hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution, water, and saturated aqueous sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationThe resulting mixture was filtered
  5. customthe filtrate obtained
  6. concentrationwas concentrated under reduced pressure

出典と根拠

ORDレコード
ord-278f7c81a9bb4965b93b82b0fa33b030
出典データセット
uspto-grants-2013_05
特許番号
US08436009B2

反応ノート

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