1-Butanol → HCID 13715336、化合物

HRID 1607123ノート

反応式

HRID 1607123 の反応式
[C:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[O:12][CH2:13][CH:14]2[O:16][CH2:15]2)[NH:5][CH:4]=1)#[N:2].C(O)CCC.[O:22]([CH:26]([CH3:34])[CH2:27][C:28]([NH:30][CH2:31][CH2:32][NH2:33])=[O:29])[N+:23]([O-:25])=[O:24].[C:35]([OH:42])(=[O:41])/[CH:36]=[CH:37]/[C:38]([OH:40])=[O:39]>CO>[C:35]([OH:42])(=[O:41])/[CH:36]=[CH:37]/[C:38]([OH:40])=[O:39].[C:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[O:12][CH2:13][CH:14]([OH:16])[CH2:15][NH:33][CH2:32][CH2:31][NH:30][C:28](=[O:29])[CH2:27][CH:26]([O:22][N+:23]([O-:25])=[O:24])[CH3:34])[NH:5][CH:4]=1)#[N:2]

参加物

6

反応物 4

HCID 2631-ButanolHCID 444972Fumaric AcidHCID 12798005HCID 12798005、化合物HCID 137153344-[(2-Aminoethyl)amino]-4-oxobutan-2-yl nitrate

生成物 1

HCID 13715336HCID 13715336、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

4.2 g. 1-(3-cyanoindol-4-yloxy)-2,3-epoxypropane (see European patent specification No. 0,045,910) are suspended in 100 ml. n-butanol, mixed with 11.5 g. 2-(3-nitroxybutanoylamino)-ethylamine and stirred for 2 days at ambient temperature. After removal of the solvent, the residue is chromatographed on silica gel with methylene chloride/methanol (95:5 v/v) and methylene chloride/methanolic ammonia solution (95:5 v/v). From the appropriate fractions, after removal of the solvent, there are obtained 4.6 g. of base. By dissolving in methanol and adding the calculated amount of fumaric acid, there are obtained, after suction filtration, 3.9 g. (40% of theory) of the desired fumarate; m.p. 155°-156° C.

後処理

  1. customAfter removal of the solvent
  2. customthe residue is chromatographed on silica gel with methylene chloride/methanol (95:5 v/v) and methylene chloride/methanolic ammonia solution (95:5 v/v)
  3. customFrom the appropriate fractions, after removal of the solvent, there
  4. customare obtained 4.6 g
  5. customare obtained
  6. filtrationafter suction filtration, 3.9 g

出典と根拠

ORDレコード
ord-a959de38b0a8486eaf8ef1a28814a2d3
出典データセット
uspto-grants-1989_09
特許番号
US04863949

反応ノート

読み込み中…