Hydrochloric Acid → Methyl 4-(phenoxymethyl)benzoic acid

HRID 1501004노트

반응식

HRID 1501004 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 67601994Methyl 4-(phenoxymethyl)benzoic acid

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-07d67d1b78be434186555c3cfea65a0c
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09206128B2

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