Hydrochloric Acid → HCID 13088563, compound

HRID 236688Notes

Reaction equation

HRID 236688 reaction equation
[CH3:1][S:2]([O:5][C:6]1[CH:7]=[CH:8][C:9]2[O:13][CH:12]([OH:14])[C:11]([CH3:16])([CH3:15])[C:10]=2[CH:17]=1)(=[O:4])=[O:3].[C:18](Cl)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.Cl>N1C=CC=CC=1>[CH3:1][S:2]([O:5][C:6]1[CH:7]=[CH:8][C:9]2[O:13][CH:12]([O:14][C:18](=[O:25])[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:11]([CH3:15])([CH3:16])[C:10]=2[CH:17]=1)(=[O:3])=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 536079(2-Hydroxy-3,3-dimethyl-2H-1-benzofuran-5-yl) methanesulfonate

Product 1

HCID 13088563HCID 13088563, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a cooled solution of 2-hydroxy-2,3-dihydro-3,3-dimethylbenzofuran-5-yl methanesulphonate (8.0 parts) in dry pyridine (42 parts) was added benzoyl chloride (4.75 parts) at such a rate that the temperature did not exceed 10° C. After one hour the mixture was poured into a slight excess of dilute hydrochloric acid. The product was extracted with ether and the ethereal solution washed, dried with sodium sulphate and evaporated to give an oil which solidified on scratching. The solid was recrystallised from a mixture of benzene and light petroleum to give 2-benzoyloxy-2,3-dihydro-3, 3-dimethylbenzofuran-5-yl methanesulphonate (5.1 parts), melting point 102°-104° C.

Workup

  1. customdid not exceed 10° C
  2. extractionThe product was extracted with ether
  3. washthe ethereal solution washed
  4. dry with materialdried with sodium sulphate
  5. customevaporated
  6. customto give an oil which
  7. customThe solid was recrystallised from a mixture of benzene and light petroleum

Sources & evidence

ORD record
ord-7faccafc2bb44b0ab180f80cea1fb3f2
Source dataset
uspto-grants-1979_06
Patent number
US04157255

Reaction notes

Loading…