Hydrochloric Acid → HCID 13006799, compound

HRID 1250425Notes

Reaction equation

HRID 1250425 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.[OH-].[Na+].Cl[CH2:12][S:13][CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.C1(S)CCCCC1.C=O.Cl>C(O)C.O>[CH:14]1([S:13][CH2:12][S:8][C:5]2[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

9

Reactant 6

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 15290CyclohexanethiolHCID 2401474-MercaptophenolHCID 20026068[(Chloromethyl)sulfanyl]cyclohexane

Product 1

HCID 13006799HCID 13006799, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

In 100 g of ethanol were dispersed 12.6 g (0.1 mol) of 4-hydroxythiophenol and 4.0 g (0.1 mol) of sodium hydroxide. The dispersion was heated at 70° C. for dissolution. To the solution, 16.5 g (0.1 mol) of chloromethylcyclohexylsulfide, which was separately prepared from cyclohexanethiol, formaldehyde and hydrochloric acid according to the teaching of U.S. Pat. No. 2,354,230, was added dropwise. The solution was ripened at 70° C. for 4 hours. Thereafter, the solution was cooled, combined with 50 g of water, which was extracted twice with 100 g of dichloromethane. The organic layer was concentrated in vacuum, obtaining 26 g of the crude end product. It was subject to the subsequent reaction without further purification.

Workup

  1. addition2,354,230, was added dropwise
  2. temperatureThereafter, the solution was cooled
  3. extractionwas extracted twice with 100 g of dichloromethane
  4. concentrationThe organic layer was concentrated in vacuum
  5. customobtaining 26 g of the crude end product
  6. customIt was subject to the subsequent reaction without further purification

Sources & evidence

ORD record
ord-f8d4e05cf289477188a3f016f3694ea9
Source dataset
uspto-grants-2002_01
Patent number
US06338931B1

Reaction notes

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