Triethylamine → 1-(Diphenylmethyl)-2-azetidinecarboxaldehyde

HRID 1702759ノート

反応式

HRID 1702759 の反応式
Cl.[CH:2]([N:15]1[CH2:18][CH2:17][CH:16]1[CH2:19][OH:20])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(N(CC)CC)C>CS(C)=O>[CH:2]([N:15]1[CH2:18][CH2:17][CH:16]1[CH:19]=[O:20])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

参加物

4

反応物 2

HCID 8471TriethylamineHCID 12717144[1-(Diphenylmethyl)azetidin-2-yl]methanol--hydrogen chloride (1/1)

生成物 1

HCID 127171451-(Diphenylmethyl)-2-azetidinecarboxaldehyde

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

実験手順

To a stirred mixture of 9.0 g of 1-benzhydrylazetidine-2-methanol hydrochloride, 26.1 ml of triethylamine and 60 ml of dimethylsulfoxide were added dropwise a solution of 14.9 g pyridine-sulfur trioxide complex in 60 ml of dimethylsulfoxide. The mixture was stirred at room temperature for 30 minutes, after which it was poured into ice water and extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, followed by removal of the solvent by distillation. The residue was recrystallized from n-hexane to yield 1-benzhydrylazetidine-2-carbaldehyde as colorless crystals melting at 88°-89° C.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customfollowed by removal of the solvent by distillation
  5. customThe residue was recrystallized from n-hexane

出典と根拠

ORDレコード
ord-ae2f7d52bed944d19da01b4b64129f77
出典データセット
uspto-grants-1982_09
特許番号
US04349547

反応ノート

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