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Sodium Chloride → N-Farnesyl farnesyl carboxamide

HRID 463527
ノート
印刷プレビュー

反応式

HRID 463527 の反応式
[CH2:1]([C:16]([OH:18])=O)[CH:2]=[C:3]([CH2:5][CH2:6][CH:7]=[C:8]([CH2:10][CH2:11][CH:12]=[C:13]([CH3:15])[CH3:14])[CH3:9])[CH3:4].[CH2:19]([NH2:34])[CH:20]=[C:21]([CH2:23][CH2:24][CH:25]=[C:26]([CH2:28][CH2:29][CH:30]=[C:31]([CH3:33])[CH3:32])[CH3:27])[CH3:22].C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.[Na+].[Cl-]>CN(C)C=O.O.C(N(CC)CC)C>[CH2:19]([NH:34][C:16]([CH2:1][CH:2]=[C:3]([CH2:5][CH2:6][CH:7]=[C:8]([CH2:10][CH2:11][CH:12]=[C:13]([CH3:14])[CH3:15])[CH3:9])[CH3:4])=[O:18])[CH:20]=[C:21]([CH2:23][CH2:24][CH:25]=[C:26]([CH2:28][CH2:29][CH:30]=[C:31]([CH3:33])[CH3:32])[CH3:27])[CH3:22]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 5234Sodium ChlorideHCID 199401P,P-Diphenylphosphinic azideHCID 3080630FarnesylamineHCID 537917614,8,12-Trimethyltrideca-3,7,11-trienoic acid

生成物 1

HCID 54142715N-Farnesyl farnesyl carboxamide収率 86.4%

試薬・触媒・溶媒 3

HCID 962
Water
溶媒
HCID 6228Dimethylformamide溶媒3 回
HCID 8471Triethylamine溶媒

実験手順

To a mixture of farnesyl carboxylic acid (7.15 g) and farnesylamine (6.95 g) in 20 ml of dimethylformamide was added at 0° C. to a solution of diphenylphosphorylazide (7.62 g) in 7 ml of dimethylformamide. Next, to this mixture was added a solution of triethylamine (3.20 g) in dimethylformamide (3 ml). The reaction mixture was kept at room temperature overnight and poured into water (900 ml). After adding table salt, this mixture was extracted with ethyl acetate. The organic phase was worked up as usual manner and gave pale yellow oil. This material was purified by silica gel chromatography by using a mixture of methanol:benzene (2:1) as the eluent and gave 11.20 g of the titled compound.

後処理

  1. extractionthis mixture was extracted with ethyl acetate
  2. customgave pale yellow oil
  3. customThis material was purified by silica gel chromatography
  4. additiona mixture of methanol:benzene (2:1) as the eluent

出典と根拠

ORDレコード
ord-f5af81d0a344424c9e5b04c3e70b00f5
出典データセット
uspto-grants-1985_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04520029

反応ノート

読み込み中…

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