Chloroform → HCID 58575621、化合物

HRID 1807848ノート

反応式

HRID 1807848 の反応式
[OH:1][C@H:2]1[CH2:6][CH2:5][CH2:4][C@H:3]1[C:7]([O:9][CH2:10][CH3:11])=[O:8].C(Cl)(Cl)Cl.Cl[C:17]1[CH:18]=[C:19]([CH:28]=[CH:29][C:30]=1Cl)[CH2:20]N=C([O-])C(Cl)(Cl)Cl.FC(F)(F)S(O)(=O)=O>CCCCCC>[CH2:20]([O:1][C@H:2]1[CH2:6][CH2:5][CH2:4][C@H:3]1[C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:19]1[CH:28]=[CH:29][CH:30]=[CH:17][CH:18]=1

参加物

6

反応物 4

HCID 6212ChloroformHCID 62406Trifluoromethanesulfonic acidHCID 2724648rel-Ethyl (1R,2S)-2-hydroxycyclopentanecarboxylateHCID 86660663HCID 86660663、化合物

生成物 1

HCID 58575621HCID 58575621、化合物

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

実験手順

To a mixture of 1.00 g of ethyl cis-2-hydroxy-1-cyclopentane carboxylate, 8.00 mL of chloroform, 16.0 mL of normal hexane, and 1.77 mL of 3,4-dichlorobenzyl-2,2,2-trichloroacetimidate was added 0.335 mL of trifluoromethane sulfonic acid at room temperature under a nitrogen atmosphere, followed by stirring for 3 hours. The insoluble materials were removed by filtration, and to the filtrate was added a saturated aqueous sodium hydrogen carbonate solution under ice-cooling to adjust the pH to about 7, followed by extraction with chloroform. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated. The obtained residue was purified by silica gel column chromatography (normal hexane/ethyl acetate) to obtain 1.27 g of ethyl cis-2-benzyloxy-1-cyclopentane carboxylate as a colorless oily substance.

後処理

  1. customThe insoluble materials were removed by filtration
  2. additionto the filtrate was added a saturated aqueous sodium hydrogen carbonate solution under ice-
  3. temperaturecooling
  4. extractionfollowed by extraction with chloroform
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated
  7. customThe obtained residue was purified by silica gel column chromatography (normal hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-e82a2cd911f84b47a463d2156543df07
出典データセット
uspto-grants-2013_01
特許番号
US08357688B2

反応ノート

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