Water → 4-Tetradecyloxyphenyl-benzyl ketone

HRID 128340

반응식

HRID 128340 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:15]([CH:17]([C:24]2[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:16])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[OH-].[K+].[CH2:33](Br)[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46].O>C(O)C>[CH2:33]([O:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:15]([CH:17]([C:24]2[CH:25]=[CH:26][C:27]([O:30][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:15][CH2:8][CH2:5][CH2:4][CH2:3][CH2:2][CH2:7][CH3:6])=[CH:28][CH:29]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:16])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1)[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46]

참가 물질

6

반응물 4

HCID 962WaterHCID 8208Myristyl bromideHCID 14797Potassium HydroxideHCID 542796974-Hydroxyphenyl-benzyl ketone

생성물 1

HCID 545317394-Tetradecyloxyphenyl-benzyl ketone수율 167%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 4-hydroxyphenyl-benzyl ketone (10.5 g) in a solution of potassium hydroxide (3.0 g) in ethanol (100 ml) was added tetradecylbromide (16 g). The reaction mixture was stirred at gentle reflux temperature for 12 hours, cooled and poured into water. The product was extracted into chloroform, washed further with water, dried over MgSO4, filtered and evaporated. Recrystallisation of the residue from methanol gave the above compound as a colourless crystalline solid (17.5 g, 86%) m.p. 72°-74° C.

후처리

  1. temperaturecooled
  2. extractionThe product was extracted into chloroform
  3. washwashed further with water
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated
  7. customRecrystallisation of the residue from methanol

출처 및 근거

ORD 기록
ord-ec660a57485844979109636ce79943c1
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04259437

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