Chloroform → HCID 58575621, 화합물

HRID 1189460노트

반응식

HRID 1189460 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 58575621HCID 58575621, 화합물

시약·촉매·용매 1

HCID 8058Hexane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-f956037ba958440793975cd012d45396
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08674096B2

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