1-Dodecanethiol → HCID 20067258, compound

HRID 358835Notes

Reaction equation

HRID 358835 reaction equation
Br[CH:2]1[C:15]2[C:10](=[C:11]([OH:16])[CH:12]=[CH:13][CH:14]=2)[C:9](=[O:17])[C:8]2[C:7]([OH:18])=[CH:6][CH:5]=[CH:4][C:3]1=2.[CH2:19]([SH:31])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]>ClCCl>[OH:18][C:7]1[C:8]2[C:9](=[O:17])[C:10]3[C:15](=[CH:14][CH:13]=[CH:12][C:11]=3[OH:16])[CH:2]([S:31][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[C:3]=2[CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 81951-DodecanethiolHCID 27650410-Bromo-1,8-dihydroxy-10H-anthracen-9-one

Product 1

HCID 20067258HCID 20067258, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10-Bromo-1,8-dihydroxy-9-anthrone (75 mg) was dissolved in dichloromethane (5 ml) and 1-dodecanethiol (0.06 ml) was added. The solution was stirred at room temperature for 7 hours. Removal of the solvent gave a yellow solid which was then recrystallised from absolute ethanol to give 1,8-dihydroxy-10-dodecylthio-9-anthrone (89 mg, 85%) as pale yellow needles, melting point 76° C.

Workup

  1. customRemoval of the solvent
  2. customgave a yellow solid which
  3. customwas then recrystallised from absolute ethanol

Sources & evidence

ORD record
ord-35c4940c5bc641188a253e15aed497e6
Source dataset
uspto-grants-1991_03
Patent number
US04997961

Reaction notes

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