Hydrochloric Acid → HCID 11482946, 화합물

HRID 1434415노트

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HRID 1434415 반응식
[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

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 4148881Lithium borohydrideHCID 11381397HCID 11381397, 화합물HCID 11392358HCID 11392358, 화합물

생성물 1

HCID 11482946HCID 11482946, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-584ef27799174273b8046e9112e16442
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612114B2

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