Dichloromethane → HCID 86678622, compound

HRID 1852524Notes

Reaction equation

HRID 1852524 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[O:12][CH3:13].[Al+3].[Cl-].[Cl-].[Cl-].ClC[CH2:20][C:21](Cl)=[O:22].Cl[CH2:25][Cl:26]>>[Cl:26][CH2:25][C:21](=[O:22])[CH2:20][C:8]1[CH:9]=[CH:10][C:11]2[C:6](=[CH:5][CH:4]=[C:3]([O:12][CH3:13])[C:2]=2[Cl:1])[CH:7]=1

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 693643-Chloropropionyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 115646231-Chloro-2-methoxynaphthalene

Product 1

HCID 86678622HCID 86678622, compoundYield 90%

Procedure

To the solution of 1-chloro-2-methoxynaphthalene (0.05 mol) dissolved in dichloromethane (30 mL), AlCl3 (0.10 mol) is added batch by batch and 3-chloropropionyl chloride (0.055 mol) is added dropwise, while the internal temperature is maintained below 5° C. Following procedures described in General Method One-Method A, 3-chloro-1-(5-chloro-6-methoxynaphthalen-2-yl)-acetone is obtained as a white solid (12.7 g). The yield is 90.0%. MS(m/z): 283.0 [M+1]+.

Workup

  1. additionis added dropwise, while the internal temperature
  2. temperatureis maintained below 5° C

Sources & evidence

ORD record
ord-4755e5082d884253ae559aa965e44015
Source dataset
uspto-grants-2015_02
Patent number
US08962621B2

Reaction notes

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