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Chloroform methanol → 2-(2-{2-[2-(2,2-Dimethoxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethanol

HRID 217552
Notes
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Reaction equation

HRID 217552 reaction equation
[OH-].[Na+].CO.[CH3:5][O:6][CH:7]([O:25][CH3:26])[CH2:8][O:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][O:18][CH2:19][CH2:20][O:21]C(=O)C.C(Cl)(Cl)Cl.CO>CO>[CH3:26][O:25][CH:7]([O:6][CH3:5])[CH2:8][O:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][O:18][CH2:19][CH2:20][OH:21]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 21584188Chloroform methanolHCID 23721981Sodium hydroxide methanolHCID 59236850Acetic acid 2-(2-{2-[2-(2,2-dimethoxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethyl ester2×

Product 1

HCID 592368592-(2-{2-[2-(2,2-Dimethoxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethanolYield 76%

Reagents, catalysts & solvents 1

HCID 887
Methanol
Solvent

Procedure

1 N NaOH/Methanol (1 ml) was added to a stirring solution of acetic acid 2-(2-{2-[2-(2,2-dimethoxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethyl ester (Compound 4) (110 mg, 0.34 mmol) in methanol (3 ml) at ambient temperature. The reaction was monitored by TLC (CHCl3/MeOH, 9:1) and was completed within 30 minutes. The solvent was evaporated and the residue purified by flash chromatography (CHCl3/MeOH, 9:1) to afford the product (73 mg, 76%) as a colourless oil.

Workup

  1. customThe solvent was evaporated
  2. customthe residue purified by flash chromatography (CHCl3/MeOH, 9:1)

Sources & evidence

ORD record
ord-a6236d5da9ea486d949e7dc156ab0ff8
Source dataset
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08197793B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes