Thiophenol → HCID 11805926, compound

HRID 1785750Notes

Reaction equation

HRID 1785750 reaction equation
[CH:1]12[O:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6]2.C(N(CC)C(C)C)(C)C.[C:17]1([SH:23])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>ClCCCl>[C:17]1([S:23][C@@H:2]2[CH2:3][CH2:4][CH2:5][CH2:6][C@H:1]2[OH:7])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 7969ThiophenolHCID 9246Cyclohexene oxideHCID 81531Diisopropylethylamine

Product 1

HCID 11805926HCID 11805926, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A room temperature solution of cyclohexene oxide (9.81 g, 100 mmol) and N,N-diisopropylethylamine (2.60 g, 20.0 mmol) in 1,2-dichloroethane (200 mL) was treated with thiophenol (11 g, 100 mmol), stirred for 16 hours, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 20% ethyl acetate/hexanes to provide the desired product.

Workup

  1. concentrationconcentrated
  2. customThe concentrate was purified by flash column chromatography on silica gel with 20% ethyl acetate/hexanes

Sources & evidence

ORD record
ord-f352b4312b454894a066cad6481a4458
Source dataset
uspto-grants-2009_03
Patent number
US07504512B2

Reaction notes

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