Water → Methyl 6-(Hydroxymethyl)-2-naphthoate

HRID 463034

反応式

HRID 463034 の反応式
C([O:4][CH2:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[CH:12]=[C:11]([C:16]([O:18][CH3:19])=[O:17])[CH:10]=[CH:9]2)(=O)C.C([O-])([O-])=O.[K+].[K+].O>CO>[OH:4][CH2:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[CH:12]=[C:11]([C:16]([O:18][CH3:19])=[O:17])[CH:10]=[CH:9]2

参加物

5

反応物 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 15589961Methyl 6-Acetoxymethyl-2-naphthoate

生成物 1

HCID 11127663Methyl 6-(Hydroxymethyl)-2-naphthoate収率 100.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 0.9 g (3.49 mmol) of methyl 6-acetoxymethyl-2-naphthoate in 100 mL of MeOH was added 0.5 g (3.62 mmol) of K2CO3 and 1 mL of H2O. The mixture was stirred at room temperature for 30 min before being evaporated to dryness. The residue was taken up in 50 mL of EtOAc and 30 mL of H2O. The organic layer was dried (Na2SO4) and evaporated to give 0.76 g (100% yield) of methyl 6-hydroxymethyl-2-naphthoate as white crystals: mp 123°-124° C.; IR (mull) 3250, 1720, 1300, 1200, 1130, 1100, 1040, 1020, 920, 900, 840, 820, 760 cm-1 ; 1H NMR (CDCl3) δ2.13 (s, 1, OH), 3.98 (s, 3, CO2CH3), 4.88 (s, 2, CH2OH), 7.3-8.7 (m, 6, ArH); MS calcd for C13H12O3 216.0786, found 216.0787.

後処理

  1. custombefore being evaporated to dryness
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. customevaporated

出典と根拠

ORDレコード
ord-09c9d1179af345c1999fa29104c63438
出典データセット
uspto-grants-1985_05
特許番号
US04518609

関連ノート

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