Acetic Acid → 2-Hexyl-5-tetradecylphenol

HRID 34850노트

반응식

HRID 34850 반응식
[OH:1][C:2]1[CH:7]=[C:6]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:5]=[CH:4][C:3]=1[C:22](=O)[CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].C(O)(=O)C>[Pd].CO>[CH2:22]([C:3]1[CH:4]=[CH:5][C:6]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:7][C:2]=1[OH:1])[CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

참가 물질

5

반응물 2

HCID 176Acetic AcidHCID 148196731-(2-Hydroxy-4-tetradecylphenyl)-1-hexanone

생성물 1

HCID 142562092-Hexyl-5-tetradecylphenol수율 93.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A mixture of 16.99 g of 1-(2-hydroxy-4-tetradecylphenyl)-1-hexanone, 4 g of 5% palladium on carbon catalyst, 100 ml of glacial acetic acid and 50 ml of methanol was hydrogenated in a Parr apparatus for 24 hours. The mixture was filtered, the solvents removed and the residue dissolved in ether, washed with water and dried. This crude material was chromatographed on silica gel, eluting with hexane:ethyl acetate (10:1), giving 15.3 g of the desired product, mp 43°-45° C.

후처리

  1. filtrationThe mixture was filtered
  2. customthe solvents removed
  3. dissolutionthe residue dissolved in ether
  4. washwashed with water
  5. customdried
  6. customThis crude material was chromatographed on silica gel
  7. washeluting with hexane:ethyl acetate (10:1)

출처 및 근거

ORD 기록
ord-3a5a2363e4984d999afdaf875d98fca9
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04762942

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