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

HRID 20578ノート

反応式

HRID 20578 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-ebb519a626cc41c4ab4cb6494984bf4f
出典データセット
uspto-grants-2010_06
特許番号
US07745475B2

反応ノート

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