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

HRID 1263298

반응식

HRID 1263298 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 11127663Methyl 6-(Hydroxymethyl)-2-naphthoate수율 100.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-6c92616a6bc54a5b81598092ad326f8b
출처 데이터셋
uspto-grants-1984_06
특허 번호
US04456618

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