Lithium Hydroxide → HCID 68089460, compound

HRID 1772038Notes

Reaction equation

HRID 1772038 reaction equation
[N+:1]([C:4]1[C:13]2[O:12][CH2:11][CH2:10][O:9][C:8]=2[CH:7]=[CH:6][C:5]=1[C:14]([O:16]CC)=[O:15])([O-:3])=[O:2].[OH-].[Li+]>C(#N)C.O>[N+:1]([C:4]1[C:13]2[O:12][CH2:11][CH2:10][O:9][C:8]=2[CH:7]=[CH:6][C:5]=1[C:14]([OH:16])=[O:15])([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 680894081,4-Benzodioxin-6-carboxylic acid, 2,3-dihydro-5-nitro-, ethyl ester

Product 1

HCID 68089460HCID 68089460, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

A mixture of ethyl 5-nitro-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylate (4.30 g, 17.0 mmol) and lithium hydroxide (2.86 g, 68 mmol) in acetonitrile (20 mL) and water (20 mL) was stirred at room temperature for 6 h. The acetonitrile was then removed, and the resulting mixture was extracted with EtOAc (100 mL×2). The extracts were combined and dried, and the solvent removed. The crude product was used in the next step without further purification. ESI MS: m/z 226 [M+H]+.

Workup

  1. customThe acetonitrile was then removed
  2. extractionthe resulting mixture was extracted with EtOAc (100 mL×2)
  3. customdried
  4. customthe solvent removed
  5. customThe crude product was used in the next step without further purification

Sources & evidence

ORD record
ord-74acdf50c799406cbfe1b49cf7777a35
Source dataset
uspto-grants-2016_02
Patent number
US09249162B2

Reaction notes

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