Diethyl Ether → HCID 21925471、化合物

HRID 1243326

反応式

HRID 1243326 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:15])OC(C)(C)C)=[CH:4][CH:3]=1.[C:16]([Li])(C)(C)[CH3:17].CO[C:23]1[C:28]([O:29][CH3:30])=CC=C[C:24]=1[C:31](=O)[C:32]([O:34]CC)=[O:33].[NH4+].[Cl-].C[CH2:41][O:42][CH2:43][CH3:44]>CCCCC.C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][CH:7]=1)[NH:8][C:9](=[O:15])[C:24]2([CH2:31][C:32]([OH:34])=[O:33])[C:23]1[CH:17]=[CH:16][CH:44]=[C:43]([O:42][CH3:41])[C:28]=1[O:29][CH3:30]

参加物

8

反応物 5

HCID 3283Diethyl EtherHCID 25517Ammonium ChlorideHCID 546372tert-butyl N-(4-chlorophenyl)carbamateHCID 21905960Ethyl 2-(2,3-dimethoxyphenyl)-2-oxoacetateHCID 178418306HCID 178418306、化合物

生成物 1

HCID 21925471HCID 21925471、化合物

試薬・触媒・溶媒 2

HCID 8003Pentane溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-40 °C

実験手順

A mixture of 11.4 g of tert-butyl 4-chlorophenylcarbamate in 100 ml of ether is cooled to −40° C., under an atmosphere of dry nitrogen, 80 ml of a 1.5M solution of tert-butyllithium in pentane are added dropwise and the mixture is stirred at −20° C. for 3 hours. The reaction mixture is cooled to −40° C., a solution of 14 g of the compound obtained in step A in 50 ml of THF is added over 1 hour, and the mixture is stirred at RT for 4 days. The reaction mixture is poured into saturated NH4Cl solution and the precipitate formed is filtered off by suction and dried. 10.2 g of the expected product are obtained, and are used without further purification in the following step.

後処理

  1. temperatureThe reaction mixture is cooled to −40° C.
  2. stirringthe mixture is stirred at RT for 4 days
  3. customthe precipitate formed
  4. filtrationis filtered off by suction
  5. customdried

出典と根拠

ORDレコード
ord-9fc61e64fc7149f489ae6c61e8b35d91
出典データセット
uspto-grants-2006_10
特許番号
US07119086B2

関連ノート

読み込み中…