Benzyl Bromide → 6-Benzyloxy-1-hexanol

HRID 704552

반응식

HRID 704552 반응식
CC(C)([O-:4])C.[K+].[CH:7]([OH:14])(O)[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1COCC1>[CH2:15]([O:4][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][OH:14])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 147023HexanediolHCID 23665647Potassium tert-butoxide

생성물 1

HCID 27847636-Benzyloxy-1-hexanol수율 72.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Pure potassium t-butoxide (50 mmoles, 5.61 g) is added portionwise to a stirred solution of 100 mmoles of hexanediol (11.82 gr) dissolved in 30 ml of THF at room temperature under argon. When addition is complete, 50 mmoles of benzylbromide (5.9 ml) are introduced and the reaction mixture is stirred at room temperature overnight. The white solid is then removed by filtration, the filtrate is evaporated and the residue is dissolved in ethylacetate, washed with saturated ammonium chloride, H2O and brine. Usual workup and purification by flash chromatography gives finally 7.51 g of product (72%).

후처리

  1. additionWhen addition
  2. customThe white solid is then removed by filtration
  3. customthe filtrate is evaporated
  4. dissolutionthe residue is dissolved in ethylacetate
  5. washwashed with saturated ammonium chloride, H2O and brine
  6. customUsual workup and purification by flash chromatography

출처 및 근거

ORD 기록
ord-77dcd2851cee4ee88a5b0d3fe48a05a8
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04988680

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