Isobutyl mercaptan → HCID 73207931, compound

HRID 2179916Notes

Reaction equation

HRID 2179916 reaction equation
[CH3:1][CH:2]([CH3:5])[CH2:3][SH:4].[CH3:6][C@H:7]1[C:25](=[O:26])[O:24][C@H:9]2[CH2:10][C@:11]3([CH3:23])[O:13][C@H:12]3[C@@H:14]3[O:16][C@@H:15]3[C:17]3[C:21](=[O:22])[O:20][C@@H:19]([C@H:8]12)[CH:18]=3.CN(C1C=CC=CN=1)C>CC(C)=O>[OH:16][CH:14]1[CH:15]([S:4][CH2:3][CH:2]([CH3:5])[CH3:1])[C:17]2=[CH:18][CH:19]([O:20][C:21]2=[O:22])[CH:8]2[CH:9]([O:24][C:25](=[O:26])[CH:7]2[CH3:6])[CH2:10][C:11]2([CH3:23])[CH:12]1[O:13]2

Participants

5

Reactant 3

HCID 10558Isobutyl mercaptanHCID 218852-DimethylaminopyridineHCID 442200Dihydromikanolide

Product 1

HCID 73207931HCID 73207931, compoundYield 65.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-methyl-1-propanethiol (500 μmol; 54 μl) is added to a solution of dihydromikanolide (100 μmol; 30 mg) and dimethylaminopyridine (10 μmol; 1.2 mg) in acetone (1 ml). The reaction mass is stirred for two hours at ambient temperature then the solvent is evaporated off under reduced pressure. The residue is taken up in ether then the precipitate formed is filtered, washed with ether and dried under vacuum. 25 mg of product is obtained in the form of a white powder.

Workup

  1. customthe solvent is evaporated off under reduced pressure
  2. customthe precipitate formed
  3. filtrationis filtered
  4. washwashed with ether
  5. customdried under vacuum

Sources & evidence

ORD record
ord-9750054de80d443b9442c248867a3046
Source dataset
uspto-grants-2005_05
Patent number
US06887869B2

Reaction notes

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