4-Hydroxybenzaldehyde → 4-[(1-Trityl-4-imidazolyl)methoxy]benzaldehyde

HRID 361929

反応式

HRID 361929 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.Cl[CH2:11][C:12]1[N:13]=[CH:14][N:15]([C:17]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:17]([N:15]1[CH:16]=[C:12]([CH2:11][O:1][C:2]2[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=2)[N:13]=[CH:14]1)([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

参加物

5

反応物 3

HCID 1264-HydroxybenzaldehydeHCID 11430Potassium CarbonateHCID 27631764-(Chloromethyl)-1-trityl-1H-imidazole

生成物 1

HCID 154290374-[(1-Trityl-4-imidazolyl)methoxy]benzaldehyde収率 51.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1.22 g of p-hydroxybenzaldehyde and 4.08 g of 4-chloromethyl-1-tritylimidazole were dissolved in 40 ml of N,N-dimethylformamide, followed by adding 1.66 g of anhydrous potassium carbonate and subsequently stirring at room temperature for 40 hours. The thus prepared reaction solution were partitioned between water and benzene, and the resulting organic layer was concentrated to dryness. The resulting residue was purified by subjecting it to silica gel column chromatography using chloroform as an elution solvent, and the thus purified product was crystallized from a n-hexane/benzene solvent system. In this way, 2.3 g of the title compound was obtained.

後処理

  1. customThe thus prepared reaction solution
  2. customwere partitioned between water and benzene
  3. concentrationthe resulting organic layer was concentrated to dryness
  4. customThe resulting residue was purified
  5. customthe thus purified product was crystallized from a n-hexane/benzene solvent system

出典と根拠

ORDレコード
ord-fcc0d6724e844e9e9a7ffaa28afc14fa
出典データセット
uspto-grants-1999_02
特許番号
US05866577

関連ノート

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