Hydrochloric Acid → 4-(Phenoxymethyl)benzoic acid

HRID 970782

반응식

HRID 970782 반응식
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].Cl[CH2:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=1.Cl>CS(C)=O.C(=O)(O)[O-].[Na+].O>[O:7]([CH2:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 996PhenolHCID 14797Potassium HydroxideHCID 742344-(Chloromethyl)benzoic acid

생성물 1

HCID 7372674-(Phenoxymethyl)benzoic acid수율 32.4%

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매HCID 516892Sodium Bicarbonate용매

실험 절차

Phenol 2 (4.706 g, 50.0 mmol) and KOH (6.172 g, 110 mmol) were combined in dimethyl sulfoxide (DMSO) (250 ml). 4-Chloromethylbenzoic acid 1 (8.530 g, 50.0 mmol) was added. The mixture was stirred at room temperature overnight. The mixture was then poured into H2O and acidified with concentrated HCl. The solution was then extracted and concentrated to give a solid. The solid was dissolved in an aqueous sodium bicarbonate solution, then washed with ethyl acetate. The aqueous mixture was then acidified with dilute HCl forming a precipitate which was filtered and dried to give about 3.7 g of 4-phenoxymethylbenzoic acid 3.

후처리

  1. extractionThe solution was then extracted
  2. concentrationconcentrated
  3. customto give a solid
  4. washwashed with ethyl acetate
  5. filtrationwas filtered
  6. customdried

출처 및 근거

ORD 기록
ord-22ac2626e10944b3bbc3e92d5ca95971
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07312230B2

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