Triethylamine → N-(2,2,6-trimethyl-2,3-dihydrobenzofuran-7-yl)hexadecaneamide

HRID 1439929Notes

Reaction equation

HRID 1439929 reaction equation
[CH2:1]([C:17](Cl)=[O:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]C.[NH2:20][C:21]1[C:29]2[O:28][C:27]([CH3:31])([CH3:30])[CH2:26][C:25]=2[CH:24]=[CH:23][C:22]=1[CH3:32].C(N(CC)CC)C.C(=O)([O-])O.[Na+]>ClCCl>[CH3:30][C:27]1([CH3:31])[CH2:26][C:25]2[CH:24]=[CH:23][C:22]([CH3:32])=[C:21]([NH:20][C:17](=[O:18])[CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[C:29]=2[O:28]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 3516438Heptadecanoyl ChlorideHCID 106073987-Amino-2,2,6-trimethyl-2,3-dihydrobenzofuran

Product 1

HCID 10835676N-(2,2,6-trimethyl-2,3-dihydrobenzofuran-7-yl)hexadecaneamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 171 mg amount of hexadecanecarboxylic acid chloride was added to a solution of 100 mg of 7-amino-2,2,6-trimethyl-2,3-dihydrobenzofuran and 63 mg of triethylamine in 2 ml of dichloromethane, and the mixture was stirred at room temperature for one hour. A 10 ml amount of a saturated sodium hydrogencarbonate solution was added thereto, and the mixture was extracted twice with 20 ml of ethyl acetate.

Workup

  1. extractionthe mixture was extracted twice with 20 ml of ethyl acetate

Sources & evidence

ORD record
ord-b926b7ef2eaa4f22b4c8453c1d1c3211
Source dataset
uspto-grants-1996_03
Patent number
US05496853

Reaction notes

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