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Formic Acid → 4-(N-formylamino)methyl-1-diphenylmethylpiperidine

HRID 362903
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HRID 362903 반응식
[NH2:1][CH2:2][CH:3]1[CH2:8][CH2:7][N:6]([CH:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:5][CH2:4]1.[OH-].[Na+].[CH:24](O)=[O:25]>C(OC(=O)C)(=O)C>[CH:24]([NH:1][CH2:2][CH:3]1[CH2:8][CH2:7][N:6]([CH:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:5][CH2:4]1)=[O:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 284Formic AcidHCID 14798Sodium HydroxideHCID 537860464-Aminomethyl-1-diphenylmethylpiperidine

생성물 1

HCID 539859804-(N-formylamino)methyl-1-diphenylmethylpiperidine수율 88%

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

실험 절차

Step 1): To a cooled solution (0°-5° C.) of 4-aminometyl-1-diphenylmethylpiperidine (3.0 g, 0.01 mol) in formic acid (7.5 ml), acetic anhydride (6 ml) was added and the reaction mixture was stirred at room temperature for 17 hours. An aqueous NaOH solution was added to adjust the mixture to pH 12 and the mixture was extracted with ether. The organic layer was washed with water and brine, dried (MgSO4) and concentrated. The residue was recrystallized (diisopropyl ether) to give 4-(N-formylamino)methyl-1-diphenylmethylpiperidine (2.9 g, 88%); mp 125° C.

후처리

  1. extractionthe mixture was extracted with ether
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customThe residue was recrystallized (diisopropyl ether)

출처 및 근거

ORD 기록
ord-24dc1f4208e247cda1ccc47aa23ae100
출처 데이터셋
uspto-grants-1999_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05872115

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