Triethylamine → Butanamide, 4-chloro-N-(2,3,5,6,7,8-hexahydronaphtho[2,3-b]furan-7-yl)-

HRID 476768Notes

Reaction equation

HRID 476768 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5](Cl)=[O:6].Cl.[NH2:9][CH:10]1[CH2:22][C:21]2[C:13](=[CH:14][C:15]3[CH2:19][CH2:18][O:17][C:16]=3[CH:20]=2)[CH2:12][CH2:11]1.C(N(CC)CC)C>C1C=CC=CC=1.O>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([NH:9][CH:10]1[CH2:22][C:21]2[C:13](=[CH:14][C:15]3[CH2:19][CH2:18][O:17][C:16]=3[CH:20]=2)[CH2:12][CH2:11]1)=[O:6]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 783704-Chlorobutyryl chlorideHCID 19838440HCID 19838440, compound

Product 1

HCID 19838455Butanamide, 4-chloro-N-(2,3,5,6,7,8-hexahydronaphtho[2,3-b]furan-7-yl)-

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 962WaterSolvent

Procedure

4.2 g of 4-chlorobutyryl chloride are added at room temperature to a mixture of 5 g of the compound of Example 2 and 4.2 g of triethylamine in 60 ml of benzene. After 1 hour at room temperature, the medium is diluted with water and filtered and the aqueous phase is extracted with benzene. The filtrate and the precipitate are combined and the benzene is evaporated off under vacuum. The dry residue is solidified in ether.

Workup

  1. filtrationfiltered
  2. extractionthe aqueous phase is extracted with benzene
  3. customthe benzene is evaporated off under vacuum

Sources & evidence

ORD record
ord-9218debab23b41eb9f63aad566202f4b
Source dataset
uspto-grants-1989_12
Patent number
US04885373

Reaction notes

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