Benzyl Bromide → 6-Benzyloxy-1-hexanol

HRID 704552

反応式

HRID 704552 の反応式
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

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 147023HexanediolHCID 23665647Potassium tert-butoxide

生成物 1

HCID 27847636-Benzyloxy-1-hexanol収率 72.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-77dcd2851cee4ee88a5b0d3fe48a05a8
出典データセット
uspto-grants-1991_01
特許番号
US04988680

関連ノート

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