Dimethylformamide → HCID 18519030, compound

HRID 1018673Notes

Reaction equation

HRID 1018673 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].CN(C=O)C.C([O-])([O-])=O.[Cs+].[Cs+].Br[CH2:21][CH2:22][CH2:23][OH:24]>O>[OH:24][CH2:23][CH2:22][CH2:21][S:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[OH:1]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 10796Cesium carbonateHCID 123083-Bromo-1-propanolHCID 70718Phenol, o-mercapto-(6CI,7CI,8CI)

Product 1

HCID 18519030HCID 18519030, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Hydroxythiophenol (1.00 g, 8.70 mmol) was added to a mixture of DMF (10 mL) and Cs2CO3 (2.90 g, 8.90 mmol). To this was added 3-bromopropanol (0.80 mL, 9.16 mmol) and the mixture was stirred for 20 min. The mixture was added to into water and extracted with EtOAc. The combined extracts were washed with water, dried over magnesium sulfate and concentrated to a clear oil (2.36 g, 100%). MS [M−H]− 183.

Workup

  1. extractionextracted with EtOAc
  2. washThe combined extracts were washed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated to a clear oil (2.36 g, 100%)

Sources & evidence

ORD record
ord-9f3a53c92c8c487182b63e2bf1416e8a
Source dataset
uspto-grants-2002_11
Patent number
US06482852B2

Reaction notes

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