Phenylacetyl chloride → HCID 24898080, compound

HRID 1819851Notes

Reaction equation

HRID 1819851 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]1([CH2:21][C:22](Cl)=[O:23])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(N(CC)CC)C>O1CCCC1>[C:15]1([CH2:21][C:22]([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:23])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 7679Phenylacetyl chlorideHCID 8471TriethylamineHCID 21221605HCID 21221605, compound

Product 1

HCID 24898080HCID 24898080, compoundYield 55.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the procedure of Example 1, tetrahydro-dibenzofuran-2-ylamine (0.78 g, 4.1 mmol), phenylacetyl chloride (1.1 mL, 8.2 mmol), and triethylamine (1.8 mL, 13 mmol) in tetrahydrofuran (10 mL) provided 2-phenyl-N-(6,7,8,9-tetrahydro-dibenzofuran-2-yl)-acetamide (0.70 g). Mp 180-181° C.; Anal. Calcd. for C20H19NO2: C, 78.66; H, 6.27; N, 4.59; Found: C, 78.53; H, 6.13; N, 4.75.

Sources & evidence

ORD record
ord-1a4369ed6d0946bfb84ae16472005c57
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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