Benzenepropanoyl chloride → HCID 24899705, compound

HRID 1819868Notes

Reaction equation

HRID 1819868 reaction equation
[CH2:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[CH2:4][CH2:3][CH:2]1[NH2:14].[C:15](Cl)(=[O:24])[CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>ClC(Cl)C>[C:18]1([CH2:17][CH2:16][C:15]([NH:14][C:2]2[CH:3]=[CH:4][C:5]3[O:6][C:7]4[CH2:13][CH2:12][CH2:11][CH2:10][C:8]=4[C:9]=3[CH:1]=2)=[O:24])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 64801Benzenepropanoyl chlorideHCID 21221605HCID 21221605, compound

Product 1

HCID 24899705HCID 24899705, compoundYield 50.9%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

Following the procedure of Example 1, tetrahydro-dibenzofuran-2-ylamine (0.15 g, 0.80 mmol), hydrocinnamoyl chloride (0.12 mL, 0.80 mmol), and poly(vinylpyridine) (0.5 g) in dichloroethane (8 mL) provided 3-phenyl-N-(6,7,8,9-tetrahydrodibenzo[b,d]furan-2-yl)propanamide (0.13 g) after flash column chromatography (elution with 35% ethyl acetate-hexanes). MS (ESI) m/z 320.

Sources & evidence

ORD record
ord-1359cd3a4a144b2484fae6fc527bd95e
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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