Hydrochloric Acid → Methyl 4-(phenoxymethyl)benzoic acid

HRID 1500989

反応式

HRID 1500989 の反応式
[O:1]([CH2:8][C:9]1[CH:18]=[CH:17][C:12]([C:13]([O:15]C)=[O:14])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[OH-].[Li+].O1CCC[CH2:23]1.Cl>O.CO>[CH3:23][C:17]1[CH:18]=[C:9]([CH2:8][O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:10]=[CH:11][C:12]=1[C:13]([OH:15])=[O:14]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 925826Methyl 4-(phenoxymethyl)benzoate

生成物 1

HCID 67601994Methyl 4-(phenoxymethyl)benzoic acid収率 81%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

A mixture of methyl 4-(phenoxymethyl)benzoate (1.1 g, 4.55 mmol), lithium hydroxide monohydrate (955 mg, 22.8 mmol), tetrahydrofuran (20 mL), methanol (7 mL) and water (7 mL) were stirred at room temperature for 5 hours. The mixture was neutralized to pH to 1 with concentrated hydrochloric acid and then extracted with ethyl acetate (15 mL×3). The combined organic phase was separated, dried over sodium sulfate, and then filtered. The filtrate was concentrated in vacuo to give methyl 4-(phenoxymethyl)benzoic acid as a white solid (840 mg, 81%). LRMS (M+H)− m/z: calcd 228.08. found 228.

後処理

  1. extractionextracted with ethyl acetate (15 mL×3)
  2. customThe combined organic phase was separated
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-fff4bf616ee445e8abd312d9b28ec620
出典データセット
uspto-grants-2015_12
特許番号
US09206128B2

関連ノート

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