Sodium Hydroxide → HCID 178457035、化合物

HRID 2380674ノート

反応式

HRID 2380674 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][C:12]([CH2:15][N:16]([CH2:28][CH2:29][CH3:30])[C:17](=[O:27])[CH2:18][C:19]([CH3:26])([CH3:25])[CH2:20][C:21](OC)=[O:22])=[CH:11][CH:10]=1)#[N:2].C([Sn]([N:44]=[N+:45]=[N-:46])(CCCC)CCCC)CCC.[OH-:47].[Na+]>C1(C)C(C)=CC=CC=1>[CH2:28]([N:16]([CH2:15][C:12]1[CH:11]=[CH:10][C:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[C:1]2[NH:46][N:45]=[N:44][N:2]=2)=[CH:14][CH:13]=1)[C:17](=[O:27])[CH2:18][C:19]([CH3:25])([CH3:26])[CH2:20][C:21]([OH:22])=[O:47])[CH2:29][CH3:30]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 4984872Tributyltin azideHCID 536371373,3-dimethyl-4-methoxycarbonyl-butanoic acid N-(2'-cyanobiphenyl-4-ylmethyl)-N-propyl-amide

生成物 1

HCID 178457035HCID 178457035、化合物

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

A solution of 3.45 g of 3,3-dimethyl-4-methoxycarbonyl-butanoic acid N-(2'-cyanobiphenyl-4-ylmethyl)-N-propyl-amide and 11.3 g of tributyltin azide in 100 ml of xylene is heated under reflux for 3 hours. 50 ml of 2N sodium hydroxide solution are added and the mixture is stirred at 60° for 90 minutes. After cooling, the aqueous phase is acidified and extracted once with 100 ml and twice with 40 ml each time of CH2Cl2. The dichloromethane phase yields, after drying over Na2SO4 and removal of the solvents, a colourless foam. Purification of the latter by chromatography on silica gel 60 (40-63 μm) using CH2Cl2 /CH3OH (95:5) as eluant yields pure 4-carboxy-3,3-dimethyl-butanoic acid N-propyl-N-[2'-(1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-amide that has an Rf value of 0.44 [CH2Cl2 /CH3OH (4:1)].

後処理

  1. temperatureunder reflux for 3 hours
  2. temperatureAfter cooling
  3. extractionextracted once with 100 ml and twice with 40 ml each time of CH2Cl2
  4. customThe dichloromethane phase yields
  5. dry with materialafter drying over Na2SO4 and removal of the solvents
  6. customPurification of the latter by chromatography on silica gel 60 (40-63 μm)

出典と根拠

ORDレコード
ord-ce54b05ca3924315a89bb8b80308e657
出典データセット
uspto-grants-1994_11
特許番号
US05369110

反応ノート

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