Water → (4-methyl-1-trityl-1H-imidazol-5-yl)methanamine

HRID 1584256노트

반응식

HRID 1584256 반응식
[N:1]([CH2:4][C:5]1[N:9]([C:10]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:8]=[N:7][C:6]=1[CH3:29])=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>C1COCC1>[C:10]([N:9]1[C:5]([CH2:4][NH2:1])=[C:6]([CH3:29])[N:7]=[CH:8]1)([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 212245615-Azidomethyl-4-methyl-1-tritylimidazole

생성물 1

HCID 21224562(4-methyl-1-trityl-1H-imidazol-5-yl)methanamine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 5-azidomethyl-4-methyl-1-tritylimidazole (3.0 g, 7.9 mmol) in THF (70 ml) was added triphenylphosphine (5.18 g, 19.8 mmol). The resulting solution was refluxed for 1.5 h then water (5 ml) was added. Refluxing was continued for an additional 24 hours. After cooling to room temperature, the solvents were removed in vacuo and the crude reaction mixture was purified by chromatography on silica gel (19:1 chloroform/10% NH4OH in methanol) to give of the title compound. 1H NMR (CDCl3) d 1.40 (s, 3 H), 1.70 (br s, 2 H), 3.70 (s, 2 H), 7.10-7.35 (m, 16 H).

후처리

  1. temperatureThe resulting solution was refluxed for 1.5 h
  2. temperatureRefluxing
  3. customthe solvents were removed in vacuo
  4. customthe crude reaction mixture
  5. customwas purified by chromatography on silica gel (19:1 chloroform/10% NH4OH in methanol)

출처 및 근거

ORD 기록
ord-817207cb1e5049dc8bf2f2b7cb66ed01
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05932606

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