Acetic Acid → 4-METHOXYISOBENZOFURAN-1(3H)-ONE

HRID 2210049ノート

反応式

HRID 2210049 の反応式
[OH:1][C:2]1([C:11]([OH:13])=[O:12])[CH:10]=[CH:9][CH:8]=[CH:7][CH:3]1[C:4]([OH:6])=[O:5].[C:14](O)(=[O:16])C.[BH4-].[Na+].Cl>O1CCCC1>[CH3:14][O:1][C:2]1([C:11]([OH:13])=[O:12])[CH:10]=[CH:9][CH:8]=[CH:7][CH:3]1[C:4]([OH:6])=[O:5].[CH3:14][O:16][C:10]1[CH:9]=[CH:8][CH:7]=[C:3]2[C:2]=1[CH2:11][O:13][C:4]2=[O:6]

参加物

7

反応物 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 22292283o-Hydroxyphthalsaure

生成物 2

HCID 111163794-METHOXYISOBENZOFURAN-1(3H)-ONEHCID 19598034o-Methoxyphthalsaure

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Anhydrous 2-methoxyphthalic acid (640 mg), which was prepared with using anhydrous 2-hydroxyphthalic acid by the same procedure as reference example 12, was suspended in tetrahydrofuran (20 ml). Acetic acid (430 mg) and sodium borohydride (135 mg) were added to the suspension. The mixture was stirred for 30 min. at room temperature and for 2 hr. at 50° C. The reaction solution was cooled. 1N hydrochloric acid (7 ml) was added to the cooled solution. The solution was stirred for 15 min. The reaction solution was evaporated. The residue was purified by column chromatography on silica gel (n-hexane:ethyl acetate=2:1→1:1) to give the title compound (314 mg) having the following physical data.

後処理

  1. customat 50° C
  2. temperatureThe reaction solution was cooled
  3. stirringThe solution was stirred for 15 min
  4. customThe reaction solution was evaporated
  5. customThe residue was purified by column chromatography on silica gel (n-hexane:ethyl acetate=2:1→1:1)

出典と根拠

ORDレコード
ord-1920310458944ed6910bb40d0ed2e10a
出典データセット
uspto-grants-1995_10
特許番号
US05457122

反応ノート

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