Oxalyl chloride → 3-(Isopropoxy)-5,6,7,8-tetrahydro-1-naphthalenecarbonyl chloride

HRID 2185906Notes

Reaction equation

HRID 2185906 reaction equation
[CH:1]([O:4][C:5]1[CH:6]=[C:7]([C:15]([OH:17])=O)[C:8]2[CH2:9][CH2:10][CH2:11][CH2:12][C:13]=2[CH:14]=1)([CH3:3])[CH3:2].C(Cl)(=O)C([Cl:21])=O>C(Cl)Cl.CN(C=O)C>[CH:1]([O:4][C:5]1[CH:6]=[C:7]([C:15]([Cl:21])=[O:17])[C:8]2[CH2:9][CH2:10][CH2:11][CH2:12][C:13]=2[CH:14]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 22452628HCID 22452628, compound

Product 1

HCID 224526383-(Isopropoxy)-5,6,7,8-tetrahydro-1-naphthalenecarbonyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-(isopropoxy)-5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid (0.318 g, 1.36 mmol) in DCM (5 mL) was added oxalyl chloride (0.15 mL, 1.70 mmol) and 2 drops of DMF. The mixture was stirred at room temperature for 3 h. The solvent was removed in vacuo and the 3-(isopropoxy)-5,6,7,8-tetrahydro-1-naphthalenecarbonyl chloride was used without purification.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe 3-(isopropoxy)-5,6,7,8-tetrahydro-1-naphthalenecarbonyl chloride was used without purification

Sources & evidence

ORD record
ord-6d570d811c1240d494b4eea3fd0d920b
Source dataset
uspto-grants-2002_06
Patent number
US06403601B1

Reaction notes

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