1-[3-(tert-Butyldimethylsilyloxymethyl)phenyl]-3-mesitylthiourea → 1-(3-Hydroxymethylphenyl)-3-mesitylthiourea

HRID 2235522Notes

Reaction equation

HRID 2235522 reaction equation
[Si]([O:8][CH2:9][C:10]1[CH:11]=[C:12]([NH:16][C:17]([NH:19][C:20]2[C:25]([CH3:26])=[CH:24][C:23]([CH3:27])=[CH:22][C:21]=2[CH3:28])=[S:18])[CH:13]=[CH:14][CH:15]=1)(C(C)(C)C)(C)C>C(O)C.Cl.O>[OH:8][CH2:9][C:10]1[CH:11]=[C:12]([NH:16][C:17]([NH:19][C:20]2[C:25]([CH3:26])=[CH:24][C:23]([CH3:27])=[CH:22][C:21]=2[CH3:28])=[S:18])[CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 1

HCID 875051471-[3-(tert-Butyldimethylsilyloxymethyl)phenyl]-3-mesitylthiourea

Product 1

HCID 860491161-(3-Hydroxymethylphenyl)-3-mesitylthioureaYield 86.3%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To 0.56 g (0.1.4 mmol) of 1-[3-(tert-butyldimethylsilyloxymethyl)phenyl]-3-mesitylthiourea in 10 mL of ethanol was added 10 drops of concentrated hydrochloric acid. After 30 min, the reaction was diluted with water and the precipitate that formed was collected to give 0.35 g (86%) of the title compound as a white powder.

Workup

  1. customthe precipitate that formed
  2. customwas collected

Sources & evidence

ORD record
ord-627e7054d6c94f209827bcfc7adffd8c
Source dataset
uspto-grants-2010_05
Patent number
US07714009B2

Reaction notes

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