Water → 5-(4-(Methylamino)phenyl)pent-4-yn-1-ol

HRID 1944878ノート

反応式

HRID 1944878 の反応式
FC(F)(F)[C:3]([N:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]#[C:14][CH2:15][CH2:16][CH2:17][OH:18])=[CH:9][CH:8]=1)C)=O.C([O-])([O-])=O.[K+].[K+].O>CO>[CH3:3][NH:5][C:7]1[CH:12]=[CH:11][C:10]([C:13]#[C:14][CH2:15][CH2:16][CH2:17][OH:18])=[CH:9][CH:8]=1

参加物

5

反応物 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 57516936HCID 57516936、化合物

生成物 1

HCID 575169445-(4-(Methylamino)phenyl)pent-4-yn-1-ol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Intermediate 36 (0.221 g, 0.7752 mmol) was reacted with K2CO3 (0.7752 mmol, 0.107 g) in 12 mL of 2:1 MeOH:Water at room temperature overnight. The reaction was worked up quenching the reaction with 1× saturated NaHCO3, extracted 4×25 ml EtOAc then washed 1× water, 1× saturated NaCl, dried over Na2SO4, then concentrated. The product was purified 0-10% MeOH in DCM over 15 min on TEA silica 12 g. ES/MS calcd. for C12H15NO 189.1. Found m/z=190 (M+H)+.

後処理

  1. customat room temperature
  2. customovernight
  3. customThe reaction was worked up quenching
  4. customthe reaction with 1× saturated NaHCO3
  5. extractionextracted 4×25 ml EtOAc
  6. washthen washed 1× water, 1× saturated NaCl
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated
  9. customThe product was purified 0-10% MeOH in DCM over 15 min on TEA silica 12 g

出典と根拠

ORDレコード
ord-c514b21679ed4a77b59f158ccb7527b3
出典データセット
uspto-grants-2013_03
特許番号
US08394829B2

反応ノート

読み込み中…