Acetic Anhydride → HCID 178424995, compound

HRID 500096Notes

Reaction equation

HRID 500096 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][N+:9]1[C:17]2[C:12](=[C:13]([F:19])[CH:14]=[C:15]([F:18])[CH:16]=2)[C:11]([CH3:21])([CH3:20])[C:10]=1[CH3:22])([OH:3])=[O:2].Cl.[C:24]1([N:30]=[CH:31][CH2:32][CH:33]=NC2C=CC=CC=2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(OC(=O)C)(=O)C>C(O)(=O)C>[F:19][C:13]1[CH:14]=[C:15]([F:18])[CH:16]=[C:17]2[C:12]=1[C:11]([CH3:21])([CH3:20])/[C:10](=[CH:22]\[CH:33]=[CH:32]\[CH:31]=[N:30]\[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)/[N:9]2[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:1]([OH:3])=[O:2]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 12213307Malonaldehyde bis(phenylimine) monohydrochlorideHCID 59422461HCID 59422461, compound

Product 1

HCID 178424995HCID 178424995, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

To 1-(5-carboxypentyl)-4,6-difluoro-2,3,3-trimethyl-3H-indolium (50 mg) was added malonaldehyde bis(phenylimine) monohydrochloride (37.6 mg), acetic anhydride (2 ml) and acetic acid (1 ml). This mixture was heated to 120° C. for 1 hour after which time it was cooled to room temperature. This crude reaction mixture (ca. 32 mg/ml product) was used without purification as further described.

Workup

  1. temperaturewas cooled to room temperature
  2. customThis crude reaction mixture (ca. 32 mg/ml product)
  3. customwas used without purification

Sources & evidence

ORD record
ord-9bf1eadc38404f0ea5f410b3847a1952
Source dataset
uspto-grants-2010_08
Patent number
US07767829B2

Reaction notes

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