Triethylamine → HCID 18387738, compound

HRID 2271016Notes

Reaction equation

HRID 2271016 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1.C(N(CC)CC)C.[CH3:20][S:21](Cl)(=[O:23])=[O:22]>CC#N>[CH3:20][S:21]([O:12][C:9]1[CH:10]=[CH:11][C:6]([C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)=[CH:7][CH:8]=1)(=[O:23])=[O:22]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 35641974-Thiophen-2-ylphenol

Product 1

HCID 18387738HCID 18387738, compoundYield 63.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a mixture of 4-(2-thienyl)phenol (1.76 g) and triethylamine (1.50 g) in MeCN (10 ml) was added dropwise methanesulfonylchloride (1.26 g) with ice-cooling. The mixture was stirred for 1 hour, then for 1 hour at ambient temperature. The resulting mixture was concentrated and diluted with a mixture of AcOEt and H2O to separate solid. The separated solid was recovered and washed with H2O and AcOEt to give 1.62 g of 2-(4-methanesulfonyloxyphenyl)thiophene.

Workup

  1. temperaturecooling
  2. waitfor 1 hour at ambient temperature
  3. concentrationThe resulting mixture was concentrated
  4. additiondiluted with a mixture of AcOEt and H2O
  5. customto separate solid
  6. customThe separated solid was recovered
  7. washwashed with H2O and AcOEt

Sources & evidence

ORD record
ord-2843c759c09148aa83e08f37c873688a
Source dataset
uspto-grants-2001_12
Patent number
US06333324B1

Reaction notes

Loading…