Triethylamine → 1-(4,6-Di-t-butyl-2-methyl-5-trimethylsilyloxy-2,3-dihydrobenzofuran-2-carbonyl)pyrrolidine

HRID 367304ノート

反応式

HRID 367304 の反応式
[C:1]([C:5]1[C:10]2[CH2:11][C:12]([CH3:17])([C:14](O)=[O:15])[O:13][C:9]=2[CH:8]=[C:7]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:6]=1[O:22][Si:23]([CH3:26])([CH3:25])[CH3:24])([CH3:4])([CH3:3])[CH3:2].[CH2:27]([N:29](CC)[CH2:30][CH3:31])[CH3:28].N1CCCC1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>ClCCl>[C:1]([C:5]1[C:10]2[CH2:11][C:12]([CH3:17])([C:14]([N:29]3[CH2:30][CH2:31][CH2:28][CH2:27]3)=[O:15])[O:13][C:9]=2[CH:8]=[C:7]([C:18]([CH3:20])([CH3:19])[CH3:21])[C:6]=1[O:22][Si:23]([CH3:25])([CH3:26])[CH3:24])([CH3:3])([CH3:4])[CH3:2]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 31268PyrrolidineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 232880354,6-Di-t-butyl-2-methyl-5-trimethylsilyloxy-2,3-dihydrobenzofuran-2-carboxylic acid

生成物 1

HCID 232880321-(4,6-Di-t-butyl-2-methyl-5-trimethylsilyloxy-2,3-dihydrobenzofuran-2-carbonyl)pyrrolidine収率 92%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

In 3 ml of dichloromethane were dissolved 0.20 g of 4,6-di-t-butyl-2-methyl-5-trimethylsilyloxy-2,3-dihydrobenzofuran-2-carboxylic acid, 0.20 ml of triethylamine and 0.06 ml of pyrrolidine at room temperature, and 0.35 g of benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate was added and the mixture was stirred for 4 hours. The mixture was extracted with water and diethyl ether, and the combined organic layers were washed with saturated brine and dried over anhydrous magnesium sulfate. After concentration, the residue was purified by silica gel column chromatography eluting with n-hexane containing 33% ethyl acetate to give 0.21 g of 1-(4,6-di-t-butyl-2-methyl-5-trimethylsilyloxy-2,3-dihydrobenzofuran-2-carbonyl)pyrrolidine as a colorless solid (yield 92%).

後処理

  1. extractionThe mixture was extracted with water and diethyl ether
  2. washthe combined organic layers were washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationAfter concentration
  5. customthe residue was purified by silica gel column chromatography
  6. washeluting with n-hexane containing 33% ethyl acetate

出典と根拠

ORDレコード
ord-d3602439b0db4917a2a1a62a6a21f456
出典データセット
uspto-grants-2000_10
特許番号
US06133279

反応ノート

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