Triethylamine → 2-Chloro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylacetyl Azide

HRID 67641ノート

反応式

HRID 67641 の反応式
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[CH:6]([CH2:15][C:16](O)=[O:17])[C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[CH2:9][CH2:10][C:4]=2[CH:3]=1.C(N(CC)CC)C.ClC(OCC)=O.[N-:34]=[N+:35]=[N-:36].[Na+]>O1CCCC1.O.C(OCC)C>[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[CH:6]([CH2:15][C:16]([N:34]=[N+:35]=[N-:36])=[O:17])[C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[CH2:9][CH2:10][C:4]=2[CH:3]=1

参加物

8

反応物 4

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 33557Sodium AzideHCID 205274972-Chloro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylacetic Acid

生成物 1

HCID 205274942-Chloro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylacetyl Azide

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-10 °C

実験手順

To a magnetically stirred, ice cold solution of 2-chloro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylacetic acid (20.0 g, described in Example 2) in dry tetrahydrofuran (400 ml) is added, under an atmosphere of dry nitrogen, triethylamine (13 ml) and ethyl chloroformate (11.6 g). After stirring for 1 hr at 0° C., the suspension is cooled to -10° C. and a solution of sodium azide (6.4 g) in distilled water (40 ml) is added. After stirring for a further 1 hr at -10° C., the reaction mixture is diluted with diethyl ether (200 ml). The organic phase is dried over magnesium sulfate and evaporated to give the title compound.

後処理

  1. stirringAfter stirring for 1 hr at 0° C.
  2. stirringAfter stirring for a further 1 hr at -10° C.
  3. dry with materialThe organic phase is dried over magnesium sulfate
  4. customevaporated

出典と根拠

ORDレコード
ord-8351b839dccc4aec8ac725de4ee6eb88
出典データセット
uspto-grants-1982_08
特許番号
US04346090

反応ノート

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