2-[2-(3-Methylphenyl)ethyl]benzoic acid → 3-(o-Carboxyphenethyl)ethylbenzene

HRID 1576173노트

반응식

HRID 1576173 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[CH:5]=[CH:6][C:7]1[C:8]([C:13]([OH:15])=[O:14])=[CH:9][CH:10]=[CH:11][CH:12]=1.[C:19](C1C=CC=CC=1CCC1C=C(C)C=CC=1)(O)=O>[Pd].CN(C)C=O>[C:13]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[CH2:6][CH2:5][CH2:4][CH2:3][C:2]1[CH:1]=[CH:19][CH:16]=[CH:17][CH:18]=1)([OH:15])=[O:14]

참가 물질

5

반응물 2

HCID 123988162-[2-(3-Methylphenyl)ethyl]benzoic acidHCID 536852163'-Methylstilbene-2-carboxylic acid

생성물 1

HCID 706388133-(o-Carboxyphenethyl)ethylbenzene

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 6228Dimethylformamide용매

실험 절차

A solution of 53.0 gm. of 3'-methylstilbene-2-carboxylic acid in 230 ml. dimethylformamide containing 2.0 gm. of 5% palladium on carbon is hydrogenated in a Parr shaker at 60 p.s.i. for 11/2 hours. The solution is filtered and added to ether and water. The organic layer is washed with water, then dried and evaporated. The product is recrystallized from ether-hexane to give 48 gm., 90%, of 3-(o-carboxyphenethyl)toluene, m.p. 82°-84°C. Use of 3'-ethylenestilbene-2-carboxylic acid gives a similar yield of 3-(o-carboxyphenethyl)ethylbenzene.

후처리

  1. custom2 hours
  2. filtrationThe solution is filtered
  3. additionadded to ether and water
  4. washThe organic layer is washed with water
  5. customdried
  6. customevaporated
  7. customThe product is recrystallized from ether-hexane
  8. customto give 48 gm

출처 및 근거

ORD 기록
ord-3e0a963d5fde49349e3b02450443b234
출처 데이터셋
uspto-grants-1976_09
특허 번호
US03979430

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