1-Naphthaldehyde → 1,3-Dithiolane, 2-(1-naphthalenyl)-

HRID 482783Notes

Reaction equation

[C:1]1([CH:11]=O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH2:13]([SH:16])[CH2:14][SH:15]>>[C:1]1([CH:11]2[S:16][CH2:13][CH2:14][S:15]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

Reactant 2

HCID 61951-Naphthaldehyde

HCID 109021,2-Ethanedithiol

Product 1

HCID 108681811,3-Dithiolane, 2-(1-naphthalenyl)-Yield 96%

Procedure

Following the general procedure as in Example 1, 38.27 gm (0.245 moles) of α-naphthaldehyde and 23.58 gm (0.25 moles) of 1,2-ethanedithiol gave, after evacuating the volatiles, 54.56 gm (0.235 moles) of an orange colored oil (96% yield).

Workup

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Sources & evidence

ORD record: ord-1513683aee744ec188753c0c2f23074d
Source dataset: uspto-grants-1986_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04575565

Reaction notes

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