Acetyl chloride → HCID 59770436, compound

HRID 2218656Notes

Reaction equation

[CH:1]1[C:11]2[CH2:10][CH2:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[C:6](=[CH:16][C:17]3[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:24](Cl)(=[O:26])[CH3:25]>>[CH:1]1[C:11]2[CH2:10][CH2:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[C:6](=[CH:16][C:17]3[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:26])[CH3:25])=[CH:19][CH:18]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

Reactant 2

HCID 6367Acetyl chloride

HCID 59769900HCID 59769900, compound

Product 1

HCID 59770436HCID 59770436, compoundYield 51%

Procedure

Following procedures essentially as described in Example 90, 4-(10,11-dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-phenylamine and acetyl chloride give the title compound in 51% yield as an off-white solid,mp 134.8° C. 1H NMR (CDCl3) δ 2.12 (s, 3H), 2.78-3.61 (br m, 4H), 6.75 (s, 1H), 6.95-7.52 (m, 13H); MS (ES) 340 (M+H). HPLC shows 95% purity.

Sources & evidence

ORD record: ord-e6e87416e1f94c0c880de3f734850d07
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07411072B2

Reaction notes

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