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Sodium Carbonate → HCID 68634671、化合物

HRID 1176424
ノート
印刷プレビュー

反応式

HRID 1176424 の反応式
[CH3:1][O:2][C:3]1[CH:50]=[CH:49][CH:48]=[CH:47][C:4]=1[CH2:5][O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]2[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:19][CH:18]2[O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[C:34](B3OC(C)(C)C(C)(C)O3)[CH:33]=2)=[CH:13][CH:12]=1.Br[C:52]1[N:53]([CH2:57][CH2:58][CH2:59][O:60][CH3:61])[CH:54]=[CH:55][N:56]=1.C(=O)([O-])[O-].[Na+].[Na+]>COCCOC.C(O)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:1][O:2][C:3]1[CH:50]=[CH:49][CH:48]=[CH:47][C:4]=1[CH2:5][O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:12]=[CH:13][C:14]([CH:17]2[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:28])([CH3:29])[CH3:27])=[O:24])[CH2:19][CH:18]2[O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[C:34]([C:52]3[N:53]([CH2:57][CH2:58][CH2:59][O:60][CH3:61])[CH:54]=[CH:55][N:56]=3)[CH:33]=2)=[CH:15][CH:16]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 10340Sodium CarbonateHCID 68499348HCID 68499348、化合物HCID 68500086HCID 68500086、化合物

生成物 1

HCID 68634671HCID 68634671、化合物

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒HCID 702Ethanol
溶媒
HCID 80711,2-Dimethoxyethane溶媒2 回

実験手順

The mixture of 0.050 g of tetrakis(triphenylphosphine)palladium(0) in 1.0 ml of 1,2-dimethoxyethane is admixed with the solution of 0.319 g of tert-butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzyloxy]piperidine-1-carboxylate and 0.144 g of 2-bromo-1-(3-methoxypropyl)-1H-imidazole in 2.0 ml of 1,2-dimethoxyethane and 0.3 ml of ethanol. The reaction mixture is admixed with 0.9 ml of 2M sodium carbonate solution and stirred at reflux over 20 hours. The resulting reaction solution is concentrated by evaporation, admixed with 1:1 water/brine mixture (30 ml) and extracted with ethyl acetate (2×30 ml). The organic phases are washed with brine (30 ml), dried over sodium sulphate, filtered and concentrated by evaporation. The title compound is obtained as a colourless oil from the residue by means of flash chromatography (SiO2 60F). Rf=0.15 (97:3 dichloromethane-methanol); Rt=5.23.

後処理

  1. temperatureat reflux over 20 hours
  2. customThe resulting reaction solution
  3. concentrationis concentrated by evaporation
  4. extractionextracted with ethyl acetate (2×30 ml)
  5. washThe organic phases are washed with brine (30 ml)
  6. dry with materialdried over sodium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-576cfb597c5144f7a1729ec206a3b2fb
出典データセット
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07842688B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート