Potassium Carbonate → HCID 53889748、化合物

HRID 344977ノート

反応式

HRID 344977 の反応式
[OH:1][C:2]1[CH:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:10][CH:9]=2)=[N:6][CH:7]=1.[CH2:22]([C:29]1[CH:37]=[CH:36][C:32]([C:33](Cl)=[O:34])=[CH:31][CH:30]=1)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:22]([C:29]1[CH:30]=[CH:31][C:32]([C:33]([O:1][C:2]2[CH:7]=[N:6][C:5]([C:8]3[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:10][CH:9]=3)=[N:4][CH:3]=2)=[O:34])=[CH:36][CH:37]=1)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 1708644-Heptylbenzoyl chlorideHCID 115293165-Hydroxy-2-(4-octylphenyl)pyrimidine

生成物 1

HCID 53889748HCID 53889748、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 0.65 g of 5-methoxy-2-(4-n-octyl-phenyl)-pyrimidine [can be obtained by condensation of methyl β-hydroxy-α-methoxyacrylate with 4-n-octylbenzamidine hydrochloride, reaction of the 4-hydroxy-5-methoxypyrimidine obtained with P2S5 and reduction of the 4-mercaptopyrimidine obtained with a Raney nickel according to J. H. Chesterfield et al., J. Chem. Soc. 4590 (1960)] and 1.0 g of KOH in 15 ml of ethylene glycol are boiled for 10 hours. 10 ml of water are added to the cooled solution, which is then acidified using glacial acetic acid and extracted five times with ether. After conventional work-up, 5-hydroxy-2-(4-n-octylphenyl)-pyrimidine is obtained. (The other homologues can be obtained analogously). 0.26 g of the 5-hydroxy-2-(4-n-octylphenyl)pyrimidine obtained, 0.25 g of 4-n-heptylbenzoyl chloride and 0.15 g of potassium carbonate in 2.5 ml of dimethylformamide are subsequently heated at 100° C. for 12 hours with stirring. The salt is removed by filtration under suction, and the filtrate is concentrated to a residue, which is taken up in ether and washed with water until neutral. Conventional work-up gives 2-(4-n-octylphenyl)-pyrimidin-5-yl 4-n-heptylbenzoate.

後処理

  1. custom(The other homologues can be obtained analogously)
  2. customThe salt is removed by filtration under suction
  3. concentrationthe filtrate is concentrated to a residue, which
  4. washwashed with water until neutral

出典と根拠

ORDレコード
ord-c3428873ed7e43539ed49718b928da04
出典データセット
uspto-grants-1991_10
特許番号
US05055221

反応ノート

読み込み中…