Water → HCID 68291869, compound

HRID 2404602Notes

Reaction equation

HRID 2404602 reaction equation
O.C[Si]([Cl:6])(C)C.[CH3:7][N:8]([CH2:10][CH:11]1[CH2:19][CH2:18][CH:17]2[CH:13]([CH2:14][CH2:15][CH2:16]2)[C:12]1([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([OH:27])[CH:22]=1)[OH:20])[CH3:9]>CC(=O)CC>[ClH:6].[CH3:9][N:8]([CH2:10][CH:11]1[CH2:19][CH2:18][CH:17]2[CH:13]([CH2:14][CH2:15][CH2:16]2)[C:12]1([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([OH:27])[CH:22]=1)[OH:20])[CH3:7]

Participants

5

Reactant 3

HCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 60150925HCID 60150925, compound

Product 1

HCID 68291869HCID 68291869, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Add H2O (10 mg, 0.54 mmol) and TMSCl (35 mg, 0.33 mmol) to a solution of 5-((dimethylamino)methyl)-4-(3-hydroxyphenyl)octahydro-1H-inden-4-ol (78 mg, 0.27 mmol) in 2-butanone (10 mL). Then stir the mixture at room temperature for 12 hours. Evaporate the mixture under vacuum to give 5-((dimethylamino)methyl)-4-(3-hydroxyphenyl)octahydro-1H-inden-4-ol hydrochloride as a mixture of 4 diastereoisomers (91 mg, Yield: 100%).

Workup

  1. customEvaporate the mixture under vacuum

Sources & evidence

ORD record
ord-9a7ec53ff24047eead7be077f46c6f72
Source dataset
uspto-grants-2014_08
Patent number
US08802728B2

Reaction notes

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