Triethylamine → 4-Chloro-5-methoxy-6-(methoxymethyl)pyrimidine

HRID 1378400

反応式

HRID 1378400 の反応式
O[C:2]1[C:7]([O:8][CH3:9])=[C:6]([CH2:10][O:11][CH3:12])[N:5]=[CH:4][N:3]=1.C(N(CC)CC)C.P(Cl)(Cl)([Cl:22])=O.C(=O)([O-])[O-].[Na+].[Na+]>ClC(Cl)C>[Cl:22][C:2]1[C:7]([O:8][CH3:9])=[C:6]([CH2:10][O:11][CH3:12])[N:5]=[CH:4][N:3]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 10340Sodium CarbonateHCID 24813Phosphorus oxychlorideHCID 178494688HCID 178494688、化合物

生成物 1

HCID 152793504-Chloro-5-methoxy-6-(methoxymethyl)pyrimidine

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

反応条件

温度
80 °C

実験手順

85.0 g (0.5 mol) of 4-hydroxy-5-methoxy-6-methoxymethylpyrimidine were suspended in 600 ml of dichloroethane, 50.5 g of triethylamine were added, and 260 g (1.7 mol) of phosphorus oxychloride were then added without cooling. The mixture was stirred for 3 hours at 80° C., poured into ice-water and neutralized by adding solid sodium carbonate, the organic phase was separated, and the water phase was extracted several times by stirring with methylene chloride. The combined organic phases were dried and concentrated. The residue was distilled under a water pump vacuum. 66.1 g (70% of theory) of a yellow oil were obtained. B.p. 93°-96° C./0.1mm.

後処理

  1. temperaturewithout cooling
  2. customthe organic phase was separated
  3. extractionthe water phase was extracted several times
  4. stirringby stirring with methylene chloride
  5. customThe combined organic phases were dried
  6. concentrationconcentrated
  7. distillationThe residue was distilled under a water pump vacuum
  8. custom66.1 g (70% of theory) of a yellow oil were obtained

出典と根拠

ORDレコード
ord-3d4eae15b48d410c83b87577a98525b3
出典データセット
uspto-grants-1997_09
特許番号
US05668140

関連ノート

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