Water → 3,4-Dimethoxy-6-(4-pyridyl) hydroxymethylbenzaldehyde dimethylacetal

HRID 324034

反応式

HRID 324034 の反応式
[CH3:1][O:2][CH:3]([O:15][CH3:16])[C:4]1[C:9](Br)=[CH:8][C:7]([O:11][CH3:12])=[C:6]([O:13][CH3:14])[CH:5]=1.C([Li])CCC.C([C:24]1[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=1)=O.O.[O:31]1CCC[CH2:32]1>CCCCCC.C(OCC)(=O)C>[CH3:1][O:2][CH:3]([O:15][CH3:16])[C:4]1[C:9]([C:24]2[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=2)=[CH:8][C:7]([O:11][CH3:12])=[C:6]([O:13][CH3:14])[C:5]=1[CH2:32][OH:31]

参加物

8

反応物 5

HCID 962WaterHCID 8028Tetrahydrofuran2 回HCID 133894-PyridinecarboxaldehydeHCID 110771461-Bromo-2-(dimethoxymethyl)-4,5-dimethoxybenzeneHCID 178418339Butyllithium

生成物 1

HCID 220073783,4-Dimethoxy-6-(4-pyridyl) hydroxymethylbenzaldehyde dimethylacetal

試薬・触媒・溶媒 2

HCID 8058Hexane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 6-bromo-3,4-dimethoxybenzaldehyde dimethyl acetal (20 ml) in tetrahydrofuran (100 ml) is cooled to −60° C., and thereto is added dropwise a 1.6 M solution of n-butyl lithium in hexane (45.1 ml) over a period of 20 minutes under nitrogen atmosphere. The mixture is reacted at the same temperature for 30 minutes, and thereto is added dropwise a solution of 4-formylpyridine (7.36 g) in tetrahydrofuran (50 ml) over a period of 20 minutes. The reaction mixture is reacted for one hour, and thereto are added water and ethyl acetate (200 ml). The ethyl acetate layer is separated, washed, dried, and concentrated under reduced pressure to remove the ethyl acetate to give 3,4-dimethoxy-6-(4-pyridyl)hydroxymethylbenzaldehyde dimethyl acetal (15.4 g).

後処理

  1. customThe mixture is reacted at the same temperature for 30 minutes
  2. customThe reaction mixture is reacted for one hour
  3. customThe ethyl acetate layer is separated
  4. washwashed
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. customto remove the ethyl acetate

出典と根拠

ORDレコード
ord-cb369638eda14b94a9ccbc5d68af1c87
出典データセット
uspto-grants-2001_04
特許番号
US06214996B1

関連ノート

読み込み中…