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

HRID 1584256ノート

反応式

HRID 1584256 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-817207cb1e5049dc8bf2f2b7cb66ed01
出典データセット
uspto-grants-1999_08
特許番号
US05932606

反応ノート

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