Acetic Acid → 2-Hexyl-5-tetradecylphenol

HRID 329990ノート

反応式

HRID 329990 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

HCID 142562092-Hexyl-5-tetradecylphenol収率 93.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-c67243eb9d1e43e09de5d5c2c4b22e3e
出典データセット
uspto-grants-1990_01
特許番号
US04894367

反応ノート

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