Ethanol → 4-(3-(1-Phenylethyl)-2,3,4,8-tetrahydrochromeno[6,7-e][1,3]oxazin-7-yl)phenol

HRID 383229ノート

反応式

HRID 383229 の反応式
[OH:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]2[CH2:7][O:8][C:9]3[C:14]([CH:15]=2)=[CH:13][CH:12]=[C:11](O)[CH:10]=3)=[CH:4][CH:3]=1.[CH3:19][NH:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[CH2:28]=[O:29].[CH2:30](O)C>>[C:22]1([CH:21]([N:20]2[CH2:19][C:12]3[CH:13]=[C:14]4[C:9](=[CH:10][C:11]=3[O:29][CH2:28]2)[O:8][CH2:7][C:6]([C:5]2[CH:17]=[CH:18][C:2]([OH:1])=[CH:3][CH:4]=2)=[CH:15]4)[CH3:30])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

参加物

5

反応物 4

HCID 702Ethanol2 回HCID 712FormaldehydeHCID 7669N-MethylbenzylamineHCID 219100Phenoxodiol2 回

生成物 1

HCID 248965814-(3-(1-Phenylethyl)-2,3,4,8-tetrahydrochromeno[6,7-e][1,3]oxazin-7-yl)phenol

反応条件

温度
85 °C

実験手順

4′,7-Dihydroxyisoflav-3-ene (0.45 g, 1.87 mmol) was dissolved in ethanol (ca 40 mL) and heated to 80-90° C. A solution of methylbenzylamine (0.44 mL, 4.03 mmol) and 37% formaldehyde (0.35 mL, 123 mmol) in ethanol (ca. 20 mL) was added to the dehydroequol solution. The reaction mixture was refluxed for approximately 7 hours and after cooling to room temperature the volume was concentrated in vacuo. The mixture was left in the fridge to crystallise. The yellow solid was collected under suction and the filtrate evaporated to dryness to obtain a second crop of the title compound, (combined yield 0.17 g, 23%).

後処理

  1. temperatureThe reaction mixture was refluxed for approximately 7 hours
  2. temperatureafter cooling to room temperature the volume
  3. concentrationwas concentrated in vacuo
  4. waitThe mixture was left in the fridge
  5. customto crystallise
  6. customThe yellow solid was collected under suction
  7. customthe filtrate evaporated to dryness

出典と根拠

ORDレコード
ord-b6c6448adf474d74b28f8268ff7e64f2
出典データセット
uspto-grants-2013_02
特許番号
US08367659B2

反応ノート

読み込み中…