Water → 4-(2-Amino-4-hydroxymethyl-phenylsulfanyl)-phenol

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Aluminium lithium hydride	HCID 21226445	—
Reactant	3-Amino-4-(4-hydroxy-phenylsulfanyl)-benzoic acid methyl ester	HCID 66808628	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	4-(2-Amino-4-hydroxymethyl-phenylsulfanyl)-phenol	HCID 66808404	66%

Reaction Conditions

Temperature	70 °C

Reaction Steps

To the product from Example 65B (500 mg, 1.82 mmol) in tetrahydrofuran (50 mL) was added a solution of lithium aluminum hydride (1.0M in THF, 1.8 mL, 1.82 mmol) dropwise at room temperature followed by heating the mixture to 70° C. for 4 hours. Water (25 mL) was then carefully added to the solution and the organic layer separated, dried and concentrated under vacuum to provide the title compound (295 mg, 66%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08236950B2
Source dataset	uspto-grants-2012_08
ORD ID	ord-3feb56f8ee8f4a2f88d47d186859076c
Source note	uspto-grants-2012_08