Thiophenol → HCID 86656472, compound

HRID 1184684Notes

Reaction equation

HRID 1184684 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:13][C:14]([OH:16])=O)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[C:17]1([SH:23])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C1CCC(N=C=NC2CCCCC2)CC1>CN(C1C=CN=CC=1)C.ClCCl>[CH3:12][O:11][C:7]1[CH:6]=[C:5]([CH2:13][C:14](=[O:16])[S:23][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:4]=[C:3]([O:2][CH3:1])[C:8]=1[O:9][CH3:10]

Participants

6

Reactant 3

HCID 7969ThiophenolHCID 10868DicyclohexylcarbodiimideHCID 703723,4,5-Trimethoxyphenylacetic acid

Product 1

HCID 86656472HCID 86656472, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

A 10-mL, one-necked, round-bottomed flask was charged with 2.5 mL dichloromethane, (3,4,5-trimethoxyphenyl)acetic acid (566 mg, 2.5 mmol), DMAP (31 mg, 2.5 mmol) and thiophenol (1.0 mL, 9.9 mmol). The mixture was cooled in an ice bath while DCC (619 mg, 3.0 mmol) was added and stirred for 5 min. The reaction was allowed to warm up to room temperature and additionally stirred for 3 h.

Workup

  1. additionwas added
  2. stirringadditionally stirred for 3 h.

Sources & evidence

ORD record
ord-b6bbb938c6a84393a1845b1f41774969
Source dataset
uspto-grants-2014_03
Patent number
US08669283B2

Reaction notes

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