Water → 1-Bromo-4-(1-hydroxyethyl)-3-hydroxymethylbenzene

HRID 1061449노트

반응식

HRID 1061449 반응식
[OH-].[Al+3].[Li+].[OH-].[OH-].[OH-].[Br:7][C:8]1[CH:17]=[C:16]2[C:11]([CH:12]([CH3:18])[O:13][C:14]2=[O:15])=[CH:10][CH:9]=1.O.[OH-].[Na+]>C1COCC1>[Br:7][C:8]1[CH:9]=[CH:10][C:11]([CH:12]([OH:13])[CH3:18])=[C:16]([CH2:14][OH:15])[CH:17]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 4877791(3H)-Isobenzofuranone, 6-bromo-3-methyl-HCID 16206110Aluminate (Al(OH)41-), lithium, (T-4)-

생성물 1

HCID 186293331-Bromo-4-(1-hydroxyethyl)-3-hydroxymethylbenzene수율 99.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

18.30 g of lithium aluminium hydroxide was suspended in 1.0 l of THF, to which 300 ml of THF solution of 36.44 g of 6-bromo-3-methylphtalide (3-5) was dropped at −30° C. and the resulting mixture was stirred at the same temperature for 2 hours. After the reaction was completed, 76 ml of water and 19 ml of 15% sodium hydroxide solution were added thereto, and the resulting residue was separated by filtering and the filtrate was concentrated under reduced pressure. Ethyl acetate was added to the resulting residue, which was washed with saturated salt water and dried over anhydrous magnesium sulfate, and thereafter, the solvent was distilled off under reduced pressure to obtain 36.84 g of 1-bromo-4-(1-hydroxyethyl)-3-hydroxymethylbenzene (3-6).

후처리

  1. additionwas dropped at −30° C.
  2. customthe resulting residue was separated
  3. filtrationby filtering
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. additionEthyl acetate was added to the resulting residue, which
  6. washwas washed with saturated salt water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-76abb714e06e4cfd80babfb8c512a181
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06525066B2

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