Borane → 4-(Thiophen-2-yl)butan-1-ol

HRID 2052502Notes

Reaction equation

HRID 2052502 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-c90a7263152145a58f8a87e0eb471305
Source dataset
uspto-grants-1980_01
Patent number
US04185115

Reaction notes

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