Lithium hydroxide, monohydrate → 3-(benzyloxy)-5-[(1R)-2-methoxy-1-methylethoxy]benzoic acid

HRID 20578노트

반응식

HRID 20578 반응식
O.[OH-].[Li+].[CH2:4]([O:11][C:12]1[CH:13]=[C:14]([CH:19]=[C:20]([O:22][C@H:23]([CH3:27])[CH2:24][O:25][CH3:26])[CH:21]=1)[C:15]([O:17]C)=[O:16])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>O.C1COCC1>[CH2:4]([O:11][C:12]1[CH:13]=[C:14]([CH:19]=[C:20]([O:22][C@H:23]([CH3:27])[CH2:24][O:25][CH3:26])[CH:21]=1)[C:15]([OH:17])=[O:16])[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 59127090methyl 3-(benzyloxy)-5-[(1R)-2-methoxy-1-methylethoxy]benzoate

생성물 1

HCID 593469053-(benzyloxy)-5-[(1R)-2-methoxy-1-methylethoxy]benzoic acid수율 99.8%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

Lithium hydroxide monohydrate (1.30 g, 0.03 mol) in water (40 mL) was added to a solution of methyl 3-(benzyloxy)-5-[(1R)-2-methoxy-1-methylethoxy]benzoate (4.11 g, 0.012 mol) in THF (80 mL) and the reaction mixture stirred for 20 hours at ambient temperature. The THF was removed in vacuo. The aqueous residue was adjusted to pH3 with 1M hydrochloric acid and extracted with ethyl acetate (2×100 mL). The combined extracts were washed with brine (50 mL), dried (MgSO4), filtered, and evaporated to give the desired compound (3.79 g).

후처리

  1. customThe THF was removed in vacuo
  2. extractionextracted with ethyl acetate (2×100 mL)
  3. washThe combined extracts were washed with brine (50 mL)
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-ebb519a626cc41c4ab4cb6494984bf4f
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745475B2

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