Hydrochloric Acid → 5-(Benzyloxy)cyclobutabenzen-1(2H)-one

HRID 404320ノート

反応式

HRID 404320 の反応式
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]2[CH2:16][C:15](OC)([O:17]C)[C:13]=2[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>C1COCC1.O.CCOC(C)=O>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]2[CH2:16][C:15](=[O:17])[C:13]=2[CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 2

HCID 313Hydrochloric AcidHCID 583801585-(Benzyloxy)-1,1-dimethoxy-1,2-dihydrocyclobutabenzene

生成物 1

HCID 583803075-(Benzyloxy)cyclobutabenzen-1(2H)-one

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

H7.1 (270 mg, 1.00 mmol) was dissolved in 6 mL 5:1 THF and water. To this solution was added 0.5 mL 1N HCl, and the resulting mixture was stirred for 1 hour. The resulting mixture was then diluted with 20 mL EtOAc and washed with saturated NaHCO3 and brine. The organic layer was dried over MgSO4, filtered, and concentrated in the presence of silica gel. The residue was then purified by column chromatography with 10% EtOAc/hexane to afford H7.2 (204 mg, yield, 91.1%). MS ESI (pos.) m/e: 225.1 (M+H)+.

後処理

  1. washwashed with saturated NaHCO3 and brine
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated in the presence of silica gel
  5. customThe residue was then purified by column chromatography with 10% EtOAc/hexane
  6. customto afford
  7. customH7.2 (204 mg, yield, 91.1%)

出典と根拠

ORDレコード
ord-edccee1f97fc49749382e3781619ed4d
出典データセット
uspto-grants-2014_06
特許番号
US08748462B2

反応ノート

読み込み中…