Hydrochloric Acid → HCID 11482946、化合物

HRID 2424176ノート

反応式

HRID 2424176 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([O:13]C)[CH:12]=1)[C:9](=O)[CH:8]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)[CH2:7][CH2:6]2.OC1C=C(OC)C=C2C=1C(=O)C(C1C=CC(OC)=CC=1)CC2.[BH4-].[Li+].Cl>O1CCCC1>[CH3:1][O:2][C:3]1[CH:12]=[C:11]([OH:13])[C:10]2[CH:9]=[C:8]([C:16]3[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=3)[CH2:7][CH2:6][C:5]=2[CH:4]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 4148881Lithium borohydrideHCID 11381397HCID 11381397、化合物HCID 11392358HCID 11392358、化合物

生成物 1

HCID 11482946HCID 11482946、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Synthesized from 6,8-dimethoxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-naphthalen-1-one according to an analogous synthetic method to Preparation Example 192 described below, a solution of 8-hydroxy-6-methoxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-naphthalen-1-one (6.2 g) in tetrahydrofuran (130 ml) was added dropwise to a suspension of lithium borohydride (1.1 g) in tetrahydrofuran (60 ml) on an ice bath, and the solution was stirred for 20 minutes at room temperature. To the reaction solution was added 2N hydrochloric acid on the ice bath, the solution was stirred, extracted with ethyl acetate, then washed with brine, dried over anhydrous magnesium sulfate, and then the solvent was evaporated in vacuo. The residue was purified by silica gel column chromatography (hexane-tetrahydrofuran system) to provide the title compound (5.6 g).

後処理

  1. stirringthe solution was stirred
  2. extractionextracted with ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated in vacuo
  6. customThe residue was purified by silica gel column chromatography (hexane-tetrahydrofuran system)

出典と根拠

ORDレコード
ord-578c0ed7252d44488d8f41922b50d56b
出典データセット
uspto-grants-2011_06
特許番号
US07960412B2

反応ノート

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