Thionyl Chloride → 4-Bromonaphthalene-1-carbonyl chloride

HRID 79772Notes

Reaction equation

HRID 79772 reaction equation
[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]([OH:14])=O)=[CH:4][CH:3]=1.S(Cl)([Cl:17])=O>>[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]([Cl:17])=[O:14])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 2825914-Bromo-1-naphthoic acid

Product 1

HCID 147000244-Bromonaphthalene-1-carbonyl chloride

Conditions

Temperature
40 °C

Procedure

4-Bromonaphthalene-1-carboxylic acid (9.80 g) was suspended in thionyl chloride (80 mL) and stirred at 40° C. for 16 hours and evaporated under vacuum. Solid was dissolved in DCM (20 mL) and evaporated under vacuum, giving 4-bromonaphthalene-1-carbonyl chloride (13.8 g, crude) as a white solid.

Workup

  1. customevaporated under vacuum
  2. dissolutionSolid was dissolved in DCM (20 mL)
  3. customevaporated under vacuum

Sources & evidence

ORD record
ord-31299a5930764da9b5fa0d0e21e3b58b
Source dataset
uspto-grants-2014_09
Patent number
US08841278B2

Reaction notes

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