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2-Propen-1-one, 1-(hydroxyphenyl)-3-phenyl- → HCID 11805918、化合物

HRID 1462954
ノート
印刷プレビュー

反応式

HRID 1462954 の反応式
O[C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4](=[O:13])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[BH4-].[Na+]>C(O)C>[O:13]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]1[C:3]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:2]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 146112-Propen-1-one, 1-(hydroxyphenyl)-3-phenyl-HCID 4311764Sodium borohydride

生成物 1

HCID 11805918HCID 11805918、化合物収率 75.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2'-Hydroxychalcone (9.0 g) was stirred with ethanol (100 ml) at room temperature whilst sodium borohydride (3.05 g) was added in small portions. After 2 hr. stirring the colourless solution was evaporated to dryness and acetic acid (100 ml) added. Toluene sulphonic acid (1.0 g) was added and the solution was heated on the steam bath for 30 min. The solution was diluted with water and extracted with toluene. The extract was washed with saturated sodium bicarbonate solution, dried over magnesium sulphate, and evaporated. The residue was chromatographed on neutral alumina to yield flav-3-ene (6.3 g) as an oil, identified by its n.m.r. spectrum. The multiplet at 5.8 p.p.m. is characteristic of flav-3-enes.

後処理

  1. additionwas added in small portions
  2. customwas evaporated to dryness and acetic acid (100 ml)
  3. additionadded
  4. additionToluene sulphonic acid (1.0 g) was added
  5. temperaturethe solution was heated on the steam bath for 30 min
  6. additionThe solution was diluted with water
  7. extractionextracted with toluene
  8. washThe extract was washed with saturated sodium bicarbonate solution
  9. dry with materialdried over magnesium sulphate
  10. customevaporated
  11. customThe residue was chromatographed on neutral alumina

出典と根拠

ORDレコード
ord-fa1ffa66b37f42fea7f801760edf3c61
出典データセット
uspto-grants-1984_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04461907

反応ノート

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