Acetyl chloride → HCID 71062129, compound

HRID 1049887Notes

Reaction equation

HRID 1049887 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[CH2:5]([N:7]1[C:20]2[CH:19]=[C:18]3[C:21]([CH2:30][CH3:31])([CH2:28][CH3:29])[C:22]4[C:27]([C:17]3=[CH:16][C:15]=2[C:14]([CH3:33])([CH3:32])[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)=[CH:26][CH:25]=[CH:24][CH:23]=4)[CH3:6].[C:34](Cl)(=[O:36])[CH3:35]>ClCCl>[C:34]([C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:5][CH3:6])[C:20]1[CH:19]=[C:18]3[C:21]([CH2:28][CH3:29])([CH2:30][CH3:31])[C:22]4[C:27]([C:17]3=[CH:16][C:15]=1[C:14]2([CH3:33])[CH3:32])=[CH:26][CH:25]=[CH:24][CH:23]=4)(=[O:36])[CH3:35]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 86726601HCID 86726601, compound

Product 1

HCID 71062129HCID 71062129, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Aluminum chloride (3.43 g, 25.6 mmol) was slowly added into a dichloromethane solution (80 mL) in which were dissolved 11,13,13-triethyl-6,6-dimethyl-11,13-dihydro-6H-11-aza-indeno[2,1-b]anthracene (6.80 g, 20.0 mmol) and acetyl chloride (1.83 mL, 25.7 mmol) at 0° C. under nitrogen atmosphere. After stirring at room temperature overnight, the reaction mixture was poured into ice-water. The product was extracted twice with dichloromethane. The combined organic layer was washed with brine, and dried over MgSO4. Dichloromethane was removed under high vacuum and the product thus obtained was used for the next step without further purification.

Workup

  1. extractionThe product was extracted twice with dichloromethane
  2. washThe combined organic layer was washed with brine
  3. dry with materialdried over MgSO4
  4. customDichloromethane was removed under high vacuum
  5. customthe product thus obtained
  6. customwas used for the next step without further purification

Sources & evidence

ORD record
ord-6b6a2a74d22049a892959af19854248e
Source dataset
uspto-grants-2016_07
Patent number
US09382259B2

Reaction notes

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