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Potassium Carbonate → Ethyl 4-[1-[4-[bis(4-isobutylphenyl)methoxy]benzoyl]indolizin-3-yl]butyrate

HRID 1741846
ノート
印刷プレビュー

反応式

HRID 1741846 の反応式
[OH:1][C:2]1[CH:26]=[CH:25][C:5]([C:6]([C:8]2[CH:9]=[C:10]([CH2:17][CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[N:11]3[C:16]=2[CH:15]=[CH:14][CH:13]=[CH:12]3)=[O:7])=[CH:4][CH:3]=1.[CH2:27]([C:31]1[CH:36]=[CH:35][C:34]([CH:37]([C:39]2[CH:44]=[CH:43][C:42]([CH2:45][CH:46]([CH3:48])[CH3:47])=[CH:41][CH:40]=2)Cl)=[CH:33][CH:32]=1)[CH:28]([CH3:30])[CH3:29].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:45]([C:42]1[CH:43]=[CH:44][C:39]([CH:37]([C:34]2[CH:35]=[CH:36][C:31]([CH2:27][CH:28]([CH3:30])[CH3:29])=[CH:32][CH:33]=2)[O:1][C:2]2[CH:3]=[CH:4][C:5]([C:6]([C:8]3[CH:9]=[C:10]([CH2:17][CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[N:11]4[C:16]=3[CH:15]=[CH:14][CH:13]=[CH:12]4)=[O:7])=[CH:25][CH:26]=2)=[CH:40][CH:41]=1)[CH:46]([CH3:48])[CH3:47]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 11824313Ethyl 4-[1-(4-hydroxybenzoyl)indolizin-3-yl]butyrateHCID 19010817Bis(4-isobutylphenyl)chloromethane

生成物 1

HCID 19010776Ethyl 4-[1-[4-[bis(4-isobutylphenyl)methoxy]benzoyl]indolizin-3-yl]butyrate収率 15.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of ethyl 4-[1-(4-hydroxybenzoyl)indolizin-3-yl]butyrate (334 mg), bis(4-isobutylphenyl)chloromethane (599 mg) and potassium carbonate (394 mg) in N,N-dimethylformamide (5 ml) was stirred at room temperature for 20 hours. The reaction mixture was filtered and the filtrate was poured into a mixture of ethyl acetate and 0.5N hydrochloric acid. The organic layer was separated, washed with water and brine, dried over magnesium sulfate and evaporated. The residue was chromatographed on silica gel eluting with n-hexane and ethyl acetate (3:1) to give ethyl 4-[1-[4-[bis(4-isobutylphenyl)methoxy]benzoyl]indolizin-3-yl]butyrate (95 mg) as an oil.

後処理

  1. filtrationThe reaction mixture was filtered
  2. additionthe filtrate was poured into a mixture of ethyl acetate and 0.5N hydrochloric acid
  3. customThe organic layer was separated
  4. washwashed with water and brine
  5. dry with materialdried over magnesium sulfate
  6. customevaporated
  7. customThe residue was chromatographed on silica gel eluting with n-hexane and ethyl acetate (3:1)

出典と根拠

ORDレコード
ord-065ae1c4135b48129e74df8e2e205d67
出典データセット
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05334716

反応ノート

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