Borane → 4-(Thiophen-2-yl)butan-1-ol

HRID 1703097Notes

Reaction equation

HRID 1703097 reaction equation
B.[S:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[CH2:7][CH2:8][CH2:9][C:10](O)=[O:11]>O1CCCC1>[S:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[CH2:7][CH2:8][CH2:9][CH2:10][OH:11]

Participants

4

Reactant 2

HCID 6331BoraneHCID 783864-(2-Thienyl)Butyric Acid

Product 1

HCID 126238624-(Thiophen-2-yl)butan-1-ol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To 240 ml. of 1 M borane in tetrahydrofuran chilled in an ice bath, is added dropwise, 20.4 g. of 4-(2-thienyl)butyric acid in 50 ml. of tetrahydrofuran. After the addition, the mixture is allowed to stand at room temperature for 17 hours and is poured onto ice. After standing, the mixture is extracted with ether, the ether extract washed with water, dried over magnesium sulfate and concentrated in vacuo to give a pale yellow oil.

Workup

  1. additionis added dropwise
  2. additionAfter the addition
  3. additionis poured onto ice
  4. extractionthe mixture is extracted with ether
  5. extractionthe ether extract
  6. washwashed with water
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated in vacuo
  9. customto give a pale yellow oil

Sources & evidence

ORD record
ord-1dafd2cf709549f5ba585d6b6c3b5e39
Source dataset
uspto-grants-1982_09
Patent number
US04350822

Reaction notes

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