Acetic Acid → HCID 53704947, 화합물

HRID 1609397노트

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HRID 1609397 반응식
C1(N=C=NC2CCCCC2)CCCCC1.[CH3:16][N:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19]([C:26](=[O:30])[C:27]([OH:29])=[O:28])=[CH:18]1.[F:31][C:32]1[C:37](O)=[C:36]([F:39])[C:35]([F:40])=[C:34]([F:41])[C:33]=1[F:42].C(O)(=O)C>O1CCCC1>[CH3:16][N:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19]([C:26](=[O:30])[C:27]([O:29][C:37]2[C:36]([F:39])=[C:35]([F:40])[C:34]([F:41])=[C:33]([F:42])[C:32]=2[F:31])=[O:28])=[CH:18]1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 10868DicyclohexylcarbodiimideHCID 13041PentafluorophenolHCID 4589028N-Methyl-3-indoleglyoxylic acid

생성물 1

HCID 53704947HCID 53704947, 화합물수율 22%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

1.13 g (5.5 mol) of dicyclohexylcarbodiimide were added to a solution, cooled in ice, of 1 g (5 mmol) of 1-methylindole-3glyoxylic acid and 1.01 g (5 mmol) of pentafluorophenol in 50 ml of dry tetrahydrofuran. After stirring for 4 hours under a nitrogen atmosphere at 0° C., the mixture was allowed to warm to room temperature and left to stand for 60 hours. Then, 3 ml of glacial acetic acid were added and the mixture obtained was filtered. The filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel using dichloromethane for the elution to give 404 mg (22%) of pentafluorophenyl 1-methylindole-3-glyoxylate in the form of a pale yellow solid of melting point 168°-9° C.

후처리

  1. temperatureto warm to room temperature
  2. waitleft
  3. waitto stand for 60 hours
  4. customthe mixture obtained
  5. filtrationwas filtered
  6. concentrationThe filtrate was concentrated under reduced pressure
  7. customThe residue was purified by flash chromatography on silica gel
  8. washfor the elution

출처 및 근거

ORD 기록
ord-6811b0b444764a80a8ee0a479cd84ba1
출처 데이터셋
uspto-grants-1995_03
특허 번호
US05399712

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