Acetyl chloride → HCID 71062071, compound

HRID 2275321Notes

Reaction equation

HRID 2275321 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[CH2:5]([N:7]1[C:19]2[CH:18]=[C:17]3[C:20]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[C:21]4[C:26]([C:16]3=[CH:15][C:14]=2[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)=[CH:25][CH:24]=[CH:23][CH:22]=4)[CH3:6].[C:39](Cl)(=[O:41])[CH3:40]>ClCCl>[C:39]([C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:5][CH3:6])[C:19]1[CH:18]=[C:17]3[C:20]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[C:21]4[C:26]([C:16]3=[CH:15][C:14]2=1)=[CH:25][CH:24]=[CH:23][CH:22]=4)(=[O:41])[CH3:40]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 86726600HCID 86726600, compound

Product 1

HCID 71062071HCID 71062071, 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 10-ethyl-12,12-dihexyl-10,12-dihydro-10-aza-indeno[2,1-b]fluorene (5.95 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. The 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. customThe dichloromethane 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-48366bf3301f42ad969cc8473a9dabd6
Source dataset
uspto-grants-2015_09
Patent number
US09127017B2

Reaction notes

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