Triethylamine → 1-ethoxycarbonyloxy-6-chloro1H-benzotriazole

HRID 597692

反応式

HRID 597692 の反応式
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[OH:7][N:8]1[C:12]2[CH:13]=[C:14]([Cl:17])[CH:15]=[CH:16][C:11]=2[N:10]=[N:9]1.C(N(CC)CC)C>C1C=CC=CC=1>[CH2:5]([O:4][C:2]([O:7][N:8]1[C:12]2[CH:13]=[C:14]([Cl:17])[CH:15]=[CH:16][C:11]=2[N:10]=[N:9]1)=[O:3])[CH3:6]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 2327116-Chloro-1-hydroxy-1H-benzotriazole

生成物 1

HCID 132928531-ethoxycarbonyloxy-6-chloro1H-benzotriazole収率 45.7%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒3 回

実験手順

A solution of ethyl chloroformate (2.17 g.) in benzene (10 ml.) was added dropwise to a solution of 1-hydroxy-6-chloro-1H-benzotriazole (3.38 g.) and triethylamine (2.80 ml.) in benzene (30 ml.) under ice-cooling and stirring. Benzene (30 ml.) was further added to the mixture and the reaction temperature was slowly elevated to room temperature the mixture was allowed to stand overnight. Precipitated crystals were filtered off and the filtrate was concentrated. Benzene was added to the residue and an insoluble material was filtered off. The filtrate was concentrated to give 1-ethoxycarbonyloxy-6-chloro1H-benzotriazole (2.2 g.), crystals. The precipitated crystals filtered off and the insoluble material in benzene were mixed and then washed with water, a sodium bicarbonate aqueous solution, 1N hydrochloric acid and water, and recrystallized from methanol (75 ml.) to give the desired compound (3.5 g.), white needles, mp 160° to 162° C.

後処理

  1. temperaturecooling
  2. customwas slowly elevated to room temperature
  3. customPrecipitated crystals
  4. filtrationwere filtered off
  5. concentrationthe filtrate was concentrated
  6. additionBenzene was added to the residue
  7. filtrationan insoluble material was filtered off
  8. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-9d4deea5a1ce4862b6a56f488fac89a3
出典データセット
uspto-grants-1977_03
特許番号
US04014915

関連ノート

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