Sodium bis(trimethylsilyl)amide → 4-{1-[(2E)-but-2-en-1-yloxy]ethyl}-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline

HRID 25791

反応式

HRID 25791 の反応式
C(OC(N1C2C(=CC(C3C=CC=CC=3OC)=CC=2)C(C(O)C)=CC1(C)C)=O)(C)(C)C.[CH3:31][O:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[C:39]1[CH:40]=[C:41]2[C:46](=[CH:47][CH:48]=1)[NH:45][C:44]([CH3:50])([CH3:49])[CH:43]=[C:42]2[CH:51]([O:53][CH2:54][CH2:55][C:56]1C=CC=C[CH:57]=1)[CH3:52].C[Si]([N-][Si](C)(C)C)(C)C.[Na+]>C1COCC1.C(Br)CC1C=CC=CC=1>[CH2:54]([O:53][CH:51]([C:42]1[C:41]2[C:46](=[CH:47][CH:48]=[C:39]([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=3[O:32][CH3:31])[CH:40]=2)[NH:45][C:44]([CH3:50])([CH3:49])[CH:43]=1)[CH3:52])/[CH:55]=[CH:56]/[CH3:57]

参加物

5

反応物 2

HCID 2724254Sodium bis(trimethylsilyl)amideHCID 691525016-(2-Methoxyphenyl)-2,2-dimethyl-4-(1-phenethyloxyethyl)-1,2-dihydroquinoline 4-(1-Hydroxyethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-2H-quinoline-1-carboxylic acid tert-butyl ester

生成物 1

HCID 103166704-{1-[(2E)-but-2-en-1-yloxy]ethyl}-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline収率 140.4%

試薬・触媒・溶媒 2

HCID 7666Phenethyl bromide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

6-(2-Methoxyphenyl)-2,2-dimethyl-4-(1-phenethyloxyethyl)-1,2-dihydroquinoline 4-(1-Hydroxyethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-2H-quinoline-1-carboxylic acid tert-butyl ester (100 mg) was treated with 360 μL of 1 M solution of sodium bis(trimethylsilyl)amide in THF and 45 μL of phenethyl bromide to give the alkylated product, which was deprotected to yield 62 mg of the title compound as an oil.

後処理

  1. customto give the alkylated product, which

出典と根拠

ORDレコード
ord-f7d5dd04ee0f424a9cdb3a8acaf6d5c2
出典データセット
uspto-grants-2005_02
特許番号
US06858627B2

関連ノート

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