Hydrochloric Acid → Methyl 4-(phenoxymethyl)benzoic acid

HRID 1501004ノート

反応式

HRID 1501004 の反応式
[CH3:1][C:2]1[CH:11]=[C:10]([CH2:12][O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[OH-].[Li+].O1CCCC1.Cl>O.CO>[CH3:1][C:2]1[CH:11]=[C:10]([CH2:12][O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 89581027Methyl 2-methyl-4-(phenoxymethyl)benzoate

生成物 1

HCID 67601994Methyl 4-(phenoxymethyl)benzoic acid

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

A mixture of methyl 2-methyl-4-(phenoxymethyl)benzoate (66 mg, 0.26 mmol), lithium hydroxide (54 mg, 1.29 mmol), tetrahydrofuran (6 mL), methanol (2 mL), and water (2 mL) were stirred at room temperature for 12 hours. The mixture was neutralized to pH to 1 with concentrated hydrochloric acid and then extracted with ethyl acetate (20 mL×3). The combined organic phase was separated, dried over sodium sulfate, and then filtered. The filtrate was concentrated in vacuo to give 2-methyl-4-(phenoxymethyl)benzoic acid used in next step without further purification (42 mg, 67%). LRMS (M+H)− m/z: calcd 242.09. found 242.

後処理

  1. extractionextracted with ethyl acetate (20 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-07d67d1b78be434186555c3cfea65a0c
出典データセット
uspto-grants-2015_12
特許番号
US09206128B2

反応ノート

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