Phosgene → HCID 15042229、化合物

HRID 1032090ノート

反応式

HRID 1032090 の反応式
[C:1]([Cl:4])(Cl)=[O:2].C(=O)([O-])[O-].[K+].[K+].[Cl:11][C:12]1[CH:35]=[CH:34][C:15]([O:16][CH:17]2[CH2:20][N:19](C(C3C=CC=CC=3)C3C=CC=CC=3)[CH2:18]2)=[CH:14][CH:13]=1>C(Cl)Cl>[Cl:11][C:12]1[CH:35]=[CH:34][C:15]([O:16][CH:17]2[CH2:18][N:19]([C:1]([Cl:4])=[O:2])[CH2:20]2)=[CH:14][CH:13]=1

参加物

5

反応物 3

HCID 6371PhosgeneHCID 11430Potassium CarbonateHCID 5974941-Benzhydryl-3-(4-chlorophenoxy)azetane

生成物 1

HCID 15042229HCID 15042229、化合物収率 42%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 32.34 g (0.33 mole) of phosgene in 200 ml of methylene chloride cooled with a tap water bath was treated with 45.5 g (0.33 mole) of potassium carbonate and stirred for 30 min, then 105 g (0.3 mole) of 3-(4-chlorophenoxy)-1-diphenylmethylazetidine in 600 ml of methylene chloride was added dropwise. After stirring for an additional 18 hr, the reaction mixture was filtered to remove the inorganic salts then concentrated in vacuo to a dark oily residue, 127.7 g. A solid formed upon standing which was triturated with boiling 30/60 petroleum ether 3 times to remove diphenylmethyl chloride. The residue, 33 g of dark brown crystalline material, was mainly starting material. Upon standing, a white crystalline material separated from the petroleum ether triturates (4.4 g, m.p. 78°-80° C.). The triturates were concentrated in vacuo, yielding 31 g of pale yellow tacky crystals. Trituration of these crystals with isopropyl ether yielded 21.9 g (35.6%) of pale yellow crystalline product.

後処理

  1. stirringAfter stirring for an additional 18 hr
  2. filtrationthe reaction mixture was filtered
  3. customto remove the inorganic salts
  4. concentrationthen concentrated in vacuo to a dark oily residue, 127.7 g
  5. customA solid formed
  6. customwas triturated
  7. customto remove diphenylmethyl chloride
  8. customa white crystalline material separated from the petroleum ether
  9. concentrationThe triturates were concentrated in vacuo

出典と根拠

ORDレコード
ord-b3859f2803ed4719b65184dc1f1d7118
出典データセット
uspto-grants-1990_09
特許番号
US04956359

反応ノート

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