Diethyl Ether → 2-Hydroxymethyl-5,6,7-trimethoxynaphthalene

HRID 720302노트

반응식

HRID 720302 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[C:18]([O:19][CH3:20])=[C:17]([O:21][CH3:22])[CH:16]=[C:15]2[C:10]=1[CH:11]=[CH:12][C:13]([C:23](O)=[O:24])=[CH:14]2.CCOCC.O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[OH:24][CH2:23][C:13]1[CH:12]=[CH:11][C:10]2[C:15](=[CH:16][C:17]([O:21][CH3:22])=[C:18]([O:19][CH3:20])[C:9]=2[O:8][CH3:7])[CH:14]=1

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 62649Sodium sulfate decahydrateHCID 30179615,6,7-Trimethoxy-2-naphthoic acidHCID 21226445Aluminium lithium hydride

생성물 1

HCID 218915782-Hydroxymethyl-5,6,7-trimethoxynaphthalene

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Lithium aluminum hydride (579 mg) was added to dry THF (40 mL) under an argon atmosphere and ice cooling, a solution of 5,6,7-trimethoxynaphthalene-2-carboxylic acid (4.0 g) in dry THF (40 mL) was then added dropwise thereto, and the mixture was stirred at room temperature for 4 hours. Ether (150 mL) was added to the reaction mixture, sodium sulfate decahydrate was added thereto, and the resultant mixture was stirred for 15 minutes. The reaction mixture was filtered, the filtrate was concentrated, and the residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:2) to obtain the title compound.

후처리

  1. additionwas added
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated
  4. customthe residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:2)

출처 및 근거

ORD 기록
ord-9496f69053604f698aa27c6c6908ce65
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07135473B2

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