Hydrochloric Acid → HCID 66999647、化合物

HRID 558081

反応式

HRID 558081 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[CH:10][C:9]3[C:12]([CH3:16])=[CH:13][CH:14]=[CH:15][C:8]=3[O:7][C:6]=2[CH:17]=1.CO/[CH:20]=[CH:21]/[C:22]([O:24][Si](C)(C)C)=[CH2:23].C1COCC1.Cl>C1(C)C=CC=CC=1.C(OCC)(=O)C.[O-]S(C(F)(F)F)(=O)=O.[Yb+3].[O-]S(C(F)(F)F)(=O)=O.[O-]S(C(F)(F)F)(=O)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[CH:20]=[CH:21][C:22](=[O:24])[CH2:23][CH:10]3[C:9]3[C:12]([CH3:16])=[CH:13][CH:14]=[CH:15][C:8]=3[O:7][C:6]=2[CH:17]=1

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 5366448trans-1-Methoxy-3-trimethylsilyloxy-1,3-butadieneHCID 66999466HCID 66999466、化合物

生成物 1

HCID 66999647HCID 66999647、化合物収率 82%

試薬・触媒・溶媒 3

HCID 2733225Ytterbium triflate触媒HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 7-bromo-1-methyldibenz[b,f][1,4]oxazepine (25.05 g, 86.98 mmol) and Ytterbium(III) triflate (2.8 g, 4.5 mmol) in toluene (0.21 L) at 0° C., (E)-1-methoxy-3-trimethylsilyloxy-1,3-butadiene (18 mL, 95.7 mmol) was added dropwise. THF (0.1 L) was added to dissolve the formed precipitate and the solution was stirred for 15 min. 1N hydrochloric acid (50 mL) was added and the resulting mixture was stirred for an additional 15 min, after which it was diluted with ethyl acetate and washed with brine. After drying (Na2SO4) the solvent was evaporated under reduced pressure to yield the crude compound which was triturated in methanol to give the title compound (25.4 g, 82%). Data: 1H-NMR (400 MHz, CDCl3) δ 2.31 (s, 3H), 2.43 (m, 1H), 3.00 (m, 1H), 5.23 (m, 1H), 5.41 (m, 1H), 6.99-7.52 (m, 7H). (m/z)=356+358 (M+H)+.

後処理

  1. dissolutionto dissolve the formed precipitate
  2. stirringthe resulting mixture was stirred for an additional 15 min
  3. washwashed with brine
  4. dry with materialAfter drying (Na2SO4) the solvent
  5. customwas evaporated under reduced pressure
  6. customto yield the crude compound which
  7. customwas triturated in methanol

出典と根拠

ORDレコード
ord-d93366eab9da4935821bb2614a02f727
出典データセット
uspto-grants-2011_11
特許番号
US08063037B2

関連ノート

読み込み中…