Ammonium Chloride → HCID 86646563、化合物

HRID 1698396ノート

反応式

HRID 1698396 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][C:12]=1[N:13]([CH2:16][CH3:17])[CH2:14][CH3:15])[CH:8]=[O:9])([CH3:4])([CH3:3])[CH3:2].[C:18]([Mg]Br)#[CH:19].[Cl-].[NH4+]>C1COCC1>[C:1]([C:5]1[CH:6]=[C:7]([CH:8]([OH:9])[C:18]#[CH:19])[CH:10]=[CH:11][C:12]=1[N:13]([CH2:16][CH3:17])[CH2:14][CH3:15])([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 86042697HCID 86042697、化合物HCID 178418486HCID 178418486、化合物

生成物 1

HCID 86646563HCID 86646563、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

1.5 g (6.7 mmol) of 3-tert-butyl-4-diethylamino-benzaldehyde are dissolved in 20 ml of dry THF, under a light nitrogen flow, at 0° C. 17 ml (8.7 mmol) of a 0.5M solution of ethynylmagnesium bromide are added dropwise and the medium is then brought back to ambient temperature and stirred for 30 minutes. The mixture is then poured into a saturated solution of ammonium chloride, extracted with ethyl acetate, dried over sodium sulphate and then concentrated to dryness. The residue is purified by flash chromatography (90/10 heptane/ethyl acetate). 780 mg of 1-(3-tert-butyl-4-diethylaminophenyl)prop-2-yn-1-ol are obtained in the form of a colourless oil (yield=47%).

後処理

  1. customat 0° C
  2. customis then brought back to ambient temperature
  3. extractionextracted with ethyl acetate
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated to dryness
  6. customThe residue is purified by flash chromatography (90/10 heptane/ethyl acetate)

出典と根拠

ORDレコード
ord-db5ea66ca81f4cfa90d6c54c789e1240
出典データセット
uspto-grants-2012_04
特許番号
US08163952B2

反応ノート

読み込み中…