Thiophenol → HCID 86656472, compound

HRID 1044434Notes

Reaction equation

HRID 1044434 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-344dd4ececda49d58a7f953203538c9c
Source dataset
uspto-grants-2013_10
Patent number
US08563598B2

Reaction notes

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