Thiophenol → HCID 89295434, compound

HRID 1053518Notes

Reaction equation

HRID 1053518 reaction equation
[C:1](OC1C=CC(C2C=CC=CC=2)=CC=1)(=[O:4])[C:2]#[CH:3].[C:18]1([SH:24])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(O)(=O)C#C.C1CCC(N=C=NC2CCCCC2)CC1>CN(C1C=CN=CC=1)C>[C:1](=[O:4])([S:24][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:2]#[CH:3]

Participants

6

Reactant 4

HCID 7969ThiophenolHCID 10110Propiolic AcidHCID 10868DicyclohexylcarbodiimideHCID 10560973HCID 10560973, compound

Product 1

HCID 89295434HCID 89295434, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

The compound 19 was prepared according to the method described for compound 1 employing thiophenol (1 g, 9.07 mmol), propargylic acid (0.64 g, 9.07 mmol), DCC (1.87 g, 9.07 mmol) and DMAP (7.3 mg, 0.06 mmol) to give brownish liquid compound 19 (1.24 g, 84%). 1H NMR (300 MHz, CD2Cl2) δ 3.40 (s, 1H), 7.46 (s, 5H).

Workup

  1. customThe compound 19 was prepared

Sources & evidence

ORD record
ord-4b0f6e665bed445ba1d4a394b758b5b2
Source dataset
uspto-grants-2016_07
Patent number
US09393306B2

Reaction notes

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