Methanol → HCID 22452626, 화합물

HRID 2185879노트

반응식

HRID 2185879 반응식
[I:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:5]=[C:4]([C:12]([O:14]C)=[O:13])[C:3]=1[O:16][CH3:17].[OH-].[Na+].CO>C1COCC1.O>[I:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:5]=[C:4]([C:12]([OH:14])=[O:13])[C:3]=1[O:16][CH3:17]

참가 물질

6

반응물 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 22452654HCID 22452654, 화합물

생성물 1

HCID 22452626HCID 22452626, 화합물수율 100%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of methyl 4-iodo-3-methoxy-5,6,7,8-tetrahydro-2-naphthalenecarboxylate (3.0 g, 8.67 mmol) in THF (12 mL) and H2O (4 mL) was added 10N NaOH (9 mL). Methanol was added dropwise until the cloudy solution became clear. After stirring overnight at room temperature, the THF was removed in vacuo. The aqueous solution was acidified to pH 2 with 1N HCl and resulting white precipitate was extracted with DCM (3×25 mL). The combined organic extracts were dried (Na2SO4), filtered and concentrated in vacuo to afford a light brown solid (2.8 g, 100%). 1H NMR (CDCl3) δ 7.83 (s, 1H), 3.92 (s, 3H), 2.77 (m, 4H), 1.78 (m, 4H). MS m/z 331 (M−H).

후처리

  1. customthe THF was removed in vacuo
  2. customresulting white precipitate
  3. extractionwas extracted with DCM (3×25 mL)
  4. dry with materialThe combined organic extracts were dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-d1c3666996f04e009bd175d69052c9ae
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06403601B1

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