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Methanol → HCID 86712421, compound

HRID 530205
Notes
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Reaction equation

HRID 530205 reaction equation
[CH3:1][N:2]([C@H:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH3:13])[C@H:3]([C:5]1[CH:6]=[C:7]([OH:11])[CH:8]=[CH:9][CH:10]=1)[CH3:4].[CH3:20]O.C[I:23]>C(OCC)(=O)C>[I-:23].[OH:11][C:7]1[CH:6]=[C:5]([C@@H:3]([N+:2]([CH3:20])([CH3:1])[C@H:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH3:13])[CH3:4])[CH:10]=[CH:9][CH:8]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 887MethanolHCID 6328Methyl iodideHCID 426049503-((S)-1-(Methyl((S)-1-phenylethyl)amino)ethyl)phenol

Product 1

HCID 86712421HCID 86712421, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
60 °C

Procedure

Mix 5.1 g (0.02 mol) of 3-[(S)-1-(methyl-[(S)-1-phenylethyl]amino)ethyl]phenol (formula V) with 10 ml of methanol and 11.3 g (0.08 mol) of methyl iodide at room temperature, and heat the mixture to 60° C. for 10 hours. Cool it to room temperature and add 100 ml of ethyl acetate. A yellow solid is produced. Filter and dry it to receive 6.9 g yellow solid with a yield of 87%.

Workup

  1. temperatureCool it to room temperature
  2. customA yellow solid is produced
  3. filtrationFilter
  4. customdry it

Sources & evidence

ORD record
ord-68b81f96f9db40d39d4467262dd05e4e
Source dataset
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09353049B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes