Sodium Hydroxide → HCID 14519922, 화합물

HRID 1198622노트

반응식

HRID 1198622 반응식
[CH2:1]([C:4]1[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:5]=1[O:6][C:7]1[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=1[C:9]([OH:11])=O)[CH:2]=[CH2:3].[OH-].[Na+].C(C1C2C(=O)C3C(=CC=CC=3)OC=2C=CC=1C)C=C>C(Cl)(Cl)Cl>[CH2:1]([C:4]1[C:5]2[O:6][C:7]3[C:8](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:9](=[O:11])[C:16]=2[CH:17]=[C:18]([CH3:20])[CH:19]=1)[CH:2]=[CH2:3]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 14519921HCID 14519921, 화합물HCID 53992191HCID 53992191, 화합물

생성물 1

HCID 14519922HCID 14519922, 화합물수율 66%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A mixture of 13.6 g (70 mmol) potassium 2-chlorobenzoate, 14.3 g (84 mmol, 1.2 equiv.) sodium 2-allyl-4-methylphenoxide, 0.8 g (8 mmol) CuCl and 2.6 g (8 mmol) tris[2-(2-methoxyethoxy]amine (TDA-1) in 200 ml anisole was heated and stirred under reflux for 3 hours. The anisole was removed under vacuum and the residue was extracted with dilute aqueous ammonia. After filtration to remove insoluble inorganics the aqueous solution was washed twice with ethyl acetate to remove remaining traces of anisole and excess 2-allyl-4-methylphenol. Acidification with conc. hydrochloric acid then gave an oil which was extracted into ethyl acetate. The organic layer was dried (Na2SO4) and the ethyl acetate was removed to give 10.6 g (47% yield) of crude 2-(2-allyl-4-methylphenoxy)benzoic acid (XVIII; R1 =H; R3 =4'-CH3), as an oil. The oil was dissolved in 50 ml of a chloroform solution of polyphosphate ester (PPE) and heated on a waterbath with the solvent being allowed to boil off. After 30 min the residue was basified with dilute sodium hydroxide solution and the oil product was extracted into petroleum ether. After being dried (Na2SO4) the solvent was removed to give 6.5 g (66% yield) of 4-allyl-2-methylxanthenone (XIX: R1 =H; R3 =2-CH3 ; m.p. (methanol) 97°-98° C. Anal. (C17H14O2) C,H.

후처리

  1. extractionwas extracted into ethyl acetate
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. customthe ethyl acetate was removed
  4. temperatureheated on a waterbath with the solvent
  5. extractionthe oil product was extracted into petroleum ether
  6. dry with materialAfter being dried (Na2SO4) the solvent
  7. customwas removed

출처 및 근거

ORD 기록
ord-d34d18042fa84389a02ae403f8ddd04f
출처 데이터셋
uspto-grants-1994_01
특허 번호
US05281620

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