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Water → 2-(2-tert-Butyl-1H-tetrazol-5-yl)phenyltri-n-butylstannane

HRID 1886073
ノート
印刷プレビュー

反応式

HRID 1886073 の反応式
C([N:5]1[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2Br)=[N:8][N:7]=[N:6]1)(C)(C)C.[Li]C[CH2:19][CH2:20][CH3:21].[CH2:22]([Sn:26](Cl)([CH2:31][CH2:32][CH2:33][CH3:34])[CH2:27][CH2:28][CH2:29][CH3:30])[CH2:23][CH2:24][CH3:25].O.[CH2:37]1COCC1>>[C:20]([N:7]1[NH:6][N:5]=[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[Sn:26]([CH2:31][CH2:32][CH2:33][CH3:34])([CH2:27][CH2:28][CH2:29][CH3:30])[CH2:22][CH2:23][CH2:24][CH3:25])[NH:8]1)([CH3:19])([CH3:21])[CH3:37]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 5

HCID 962WaterHCID 8028TetrahydrofuranHCID 15096Tributyltin Chloride2 回HCID 218408841-tert-Butyl-5-(2-bromophenyl)-1H-tetrazoleHCID 178418339Butyllithium

生成物 1

HCID 676965402-(2-tert-Butyl-1H-tetrazol-5-yl)phenyltri-n-butylstannane収率 45%

実験手順

To a cooled (-78° C.) solution of 1-tert-butyl-5-(2-bromophenyl)-1H-tetrazole (12.3 g, 0.043 mol), prepared as described in Step 3 of the Example 3 alternative synthesis, in THF (80 mL) was added 1.6M nBuLi in hexanes (32.7 mL, 0.052 mol). After 1 h, tri-n-butyltin chloride (17.1 g, 0.052 mol) was added and stirring was continued for 3 h at -78° C. The mixture was warmed to room temperature and stirred for 18 h. Water was added and the mixture was extracted with ether. The combined extracts were washed with water, brine, dried (MgSO4), and concentrated to give a brown oil. Excess tri-n-butyltin chloride and remaining starting material were removed by distillation under high vacuum to give 9.6 g (45%) of product as a brown oil.

後処理

  1. customprepared
  2. waitwas continued for 3 h at -78° C
  3. stirringstirred for 18 h
  4. extractionthe mixture was extracted with ether
  5. washThe combined extracts were washed with water, brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated
  8. customto give a brown oil
  9. customwere removed by distillation under high vacuum

出典と根拠

ORDレコード
ord-f64163b983b44d439a5951449609b6f4
出典データセット
uspto-grants-1992_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05149699

反応ノート

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