Dichloromethane → HCID 86678635, compound

HRID 1852526Notes

Reaction equation

HRID 1852526 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[CH:2]1.[Al+3].[Cl-:11].[Cl-].[Cl-].ClC[CH2:16][CH2:17][C:18](Cl)=[O:19].Cl[CH2:22]Cl>>[Cl:11][CH2:16][CH2:17][C:18](=[O:19])[CH2:22][C:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[S:1][CH:2]=1

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 7221Benzo(B)ThiopheneHCID 783704-Chlorobutyryl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 86678635HCID 86678635, compoundYield 79.8%

Procedure

To the solution of benzothiophene (0.05 mol) dissolved in dichloromethane (30 mL), AlCl3 (0.10 mol) is added batch by batch and 4-chlorobutanoyl 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, 4-chloro-1-(benzothiophen-3-yl)-butanone is obtained as a white solid (9.5 g). The yield is 79.8%. MS(m/z): 239.0 [M+1]+.

Workup

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

Sources & evidence

ORD record
ord-c706421bd2714c76acbe6bc88ddcc1d9
Source dataset
uspto-grants-2015_02
Patent number
US08962621B2

Reaction notes

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