Ethanol → HCID 19858066, compound

HRID 2073397Notes

Reaction equation

Cl[CH:2]1[O:6][C:5]2[CH:7]=[CH:8][C:9]3[C:14]([C:4]=2[C:3]1([CH3:24])[CH3:23])=[CH:13][C:12]([CH2:15][N:16]1[CH:20]=[N:19][CH:18]=[N:17]1)=[C:11]([C:21]#[N:22])[CH:10]=3.C(N(CC)CC)C.[CH2:32]([OH:34])[CH3:33]>>[CH2:32]([O:34][CH:2]1[O:6][C:5]2[CH:7]=[CH:8][C:9]3[C:14]([C:4]=2[C:3]1([CH3:24])[CH3:23])=[CH:13][C:12]([CH2:15][N:16]1[CH:20]=[N:19][CH:18]=[N:17]1)=[C:11]([C:21]#[N:22])[CH:10]=3)[CH3:33]

Participants

Reactant 3

HCID 702Ethanol

HCID 8471Triethylamine

HCID 19858049HCID 19858049, compound

Product 1

HCID 19858066HCID 19858066, compound

Procedure

A solution of 2-chloro-1,2-dihydro-1,1-dimethyl-8-(1H-1,2,4-triazol-1-ylmethyl)naphtho[2,1-b]furan-7-carbonitrile in ethanol (5 ml) was treated with triethylamine (0.06 ml), and the mixture was kept at room temperature for 3 h and then evaporated to dryness under reduced pressure. The residue was purified by flash chromatography, using methanol:dichloromethane, 1:200 v/v as eluant, to give 2-ethoxy-1,2-dihydro-1,1-dimethyl-8-(1H-1,2,4-triazol-1-ylmethyl)naphtho[2,1-b]-furan-7-carbonitrile, m.p. 128°-129°.

Workup

customevaporated to dryness under reduced pressure
customThe residue was purified by flash chromatography

Sources & evidence

ORD record: ord-40230b3a41594717bfa9e5d431c76728
Source dataset: uspto-grants-1990_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04916148

Reaction notes

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