4-Bromobenzaldehyde → 1-(4-Bromophenyl)hexan-1-ol

HRID 1161753

반응식

HRID 1161753 반응식
[CH2:1]([Mg]Br)[CH2:2][CH2:3][CH2:4][CH3:5].[Br:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][CH:10]=1>C1COCC1>[Br:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]([OH:14])[CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])=[CH:11][CH:10]=1

참가 물질

4

반응물 2

HCID 707414-BromobenzaldehydeHCID 178445865HCID 178445865, 화합물

생성물 1

HCID 126030861-(4-Bromophenyl)hexan-1-ol수율 74%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

n-Pentyl magnesium bromide (2.0 M in THF, 27 mL, 54 mmol) was added to a solution of 4-bromobenzaldehyde (5.0 g, 27 mmol) in THF (20 mL) at 0° C. under nitrogen. After 1 h, the reaction was quenched with 3 N HCl and extracted with Et2O (3×120 mL). Combined extracts were washed with brine (100 mL), dried (Na2SO4), filtered and concentrated in vacuo. Purification of the residue by flash column chromatography on silica gel (5% EtOAc/Hex) afforded 5.1 g (74%) of 1-(4-bromophenyl)-hexan-1-ol.

후처리

  1. customthe reaction was quenched with 3 N HCl
  2. extractionextracted with Et2O (3×120 mL)
  3. washCombined extracts were washed with brine (100 mL)
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customPurification of the residue by flash column chromatography on silica gel (5% EtOAc/Hex)

출처 및 근거

ORD 기록
ord-9e2c49d5a3db47a8b98bd458f28c93d6
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07820661B2

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