Boron tribromide → HCID 91416132、化合物

HRID 857371ノート

反応式

HRID 857371 の反応式
[CH3:1][O:2][C:3](=[O:22])[CH2:4][CH:5]1[C:9]2=[CH:10][C:11]3[C:12]([CH:19]([CH3:21])[CH3:20])=[CH:13][C:14]([O:17]C)=[CH:15][C:16]=3[N:8]2[CH2:7][CH2:6]1.B(Br)(Br)Br>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:22])[CH2:4][CH:5]1[C:9]2=[CH:10][C:11]3[C:12]([CH:19]([CH3:20])[CH3:21])=[CH:13][C:14]([OH:17])=[CH:15][C:16]=3[N:8]2[CH2:7][CH2:6]1

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 91430685HCID 91430685、化合物

生成物 1

HCID 91416132HCID 91416132、化合物収率 80.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of the product of Step 2 (170 mg, 0.56 mmol) in CH2Cl2 (5 mL) at 0° C. was added slowly BBr3 1.0 M in dichloromethane (2.8 mL, 2.8 mmol) dropwise. The reaction mixture was warmed to r.t. for 30 minutes then cooled to −78° C., quenched with MeOH (5 mL), extracted with CH2Cl2, and washed with a saturated aqueous solution of NaHCO3. The combined organic layers were dried over Na2SO4 and concentrated. The residue was purified by silica gel chromatography to give the title compound (130 mg).

後処理

  1. temperaturethen cooled to −78° C.
  2. customquenched with MeOH (5 mL)
  3. extractionextracted with CH2Cl2
  4. washwashed with a saturated aqueous solution of NaHCO3
  5. dry with materialThe combined organic layers were dried over Na2SO4
  6. concentrationconcentrated
  7. customThe residue was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-2e4d73b8f03f4546b23f1ab2e119a794
出典データセット
uspto-grants-2006_12
特許番号
US07144913B2

反応ノート

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