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Formic Acid → HCID 10638702, 화합물

HRID 2121007
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HRID 2121007 반응식
[CH:1]([NH:14][C:15](=[O:30])[O:16][CH:17]1[CH2:22][CH2:21][N:20](CC2C=CC=CC=2)[CH2:19][CH2:18]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)=O>CO.[Pd]>[CH:1]([NH:14][C:15](=[O:30])[O:16][CH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 284Formic AcidHCID 107871791-Benzyl-4-piperidyl benzhydrylcarbamate

생성물 1

HCID 10638702HCID 10638702, 화합물수율 78%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

1-benzyl-4-piperidyl benzhydrylcarbamate (1.1 g, 4.5 mmol) was dissolved in anhydrous methanol (15 mL) and formic acid (5 mL, 132 mmol) and the solution was flushed with gaseous nitrogen for 15 min. 10% Palladium on carbon (0.3 g) was added and the reaction mixture was stirred under nitrogen atmosphere. After 18 h, the reaction mixture was filtered through CeliteR and the filtrate was concentrated to give a yellow solid. The solid was partitioned between 0.1 N hydrochloric acid (300 mL) and diethyl ether (300 mL). The aqueous layer was washed with diethyl ether and then basified with 1 N sodium hydroxide solution to pH 12. A white solid precipitated out which was extracted into ethyl acetate. The ethyl acetate layer was dried over magnesium sulfate and evaporated to dryness to give 4-piperidyl benzhydrylcarbamate as a colorless solid (0.65 g, 78%). MS=311.3 MH+.

후처리

  1. filtrationthe reaction mixture was filtered through CeliteR
  2. concentrationthe filtrate was concentrated
  3. customto give a yellow solid
  4. customThe solid was partitioned between 0.1 N hydrochloric acid (300 mL) and diethyl ether (300 mL)
  5. washThe aqueous layer was washed with diethyl ether
  6. customA white solid precipitated out which
  7. extractionwas extracted into ethyl acetate
  8. dry with materialThe ethyl acetate layer was dried over magnesium sulfate
  9. customevaporated to dryness

출처 및 근거

ORD 기록
ord-d85712e44f5e4d51b3173b708268374b
출처 데이터셋
uspto-grants-2004_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06693202B1

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