Hexane → HCID 131718352、化合物

HRID 22132ノート

反応式

HRID 22132 の反応式
C([Li])CCC.CCCCCC.[C:12]([O:16][C:17]([NH:19][CH:20]1[CH2:29][CH2:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([Br:30])[CH:26]=2)[CH2:21]1)=[O:18])([CH3:15])([CH3:14])[CH3:13].[N:31]1[CH:36]=[CH:35][CH:34]=[C:33]([CH:37]=[O:38])[CH:32]=1>O1CCCC1>[C:12]([O:16][C:17]([NH:19][CH:20]1[CH2:29][CH2:28][C:27]2[CH2:26][C:25]([CH:37]([C:33]3[CH:32]=[N:31][CH:36]=[CH:35][CH:34]=3)[OH:38])([Br:30])[CH:24]=[CH:23][C:22]=2[CH2:21]1)=[O:18])([CH3:15])([CH3:13])[CH3:14]

参加物

6

反応物 4

HCID 8058HexaneHCID 103713-PyridinecarboxaldehydeHCID 10064926tert-butyl N-(6-bromo-1,2,3,4-tetrahydronaphthalen-2-yl)carbamateHCID 178418339Butyllithium

生成物 1

HCID 131718352HCID 131718352、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-70 °C

実験手順

8.8 ml of a solution of n-butyl lithium in hexane (2.5 mol) was dropped to a solution of 3.25 g of 2-tert.butoxycarbonylamino-6-bromo-1,2,3,4-tetrahydro-naphthaline in 50 ml of absolute tetrahydrofurane cooled to -70° C. and stirring was continued for 1.5 hours at -50° C. Subsequently, 1.1 g of pyridine-3-aldehyde were dropped into the mixture at -70° C. After stirring for one hour, the reaction mixture was poured on ice and extracted with ethyl acetate. The organic phase was washed with water, dried and evaporated. The obtained residue was recrystallised from cyclohexane/ethyl acetate.

後処理

  1. stirringAfter stirring for one hour
  2. additionthe reaction mixture was poured on ice
  3. extractionextracted with ethyl acetate
  4. washThe organic phase was washed with water
  5. customdried
  6. customevaporated
  7. customThe obtained residue was recrystallised from cyclohexane/ethyl acetate

出典と根拠

ORDレコード
ord-3aaf35dd5e8f4bbd94ef8b44feecaefe
出典データセット
uspto-grants-1995_06
特許番号
US05426119

反応ノート

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