Sulfuric Acid → HCID 57289876, compound

HRID 2120450Notes

Reaction equation

HRID 2120450 reaction equation
S(=O)(=O)(O)O.[Si]([O:13][CH2:14][C:15]1[CH:16]=[C:17]([CH:30]=[CH:31][C:32]2[CH:33]=[C:34]([CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][C:43]([CH3:52])([CH3:51])[O:44]C3CCCCO3)[CH:35]=[CH:36][CH:37]=2)[CH:18]=[C:19]([CH2:21][O:22][Si](C(C)(C)C)(C)C)[CH:20]=1)(C(C)(C)C)(C)C>C1COCC1.O>[OH:22][CH2:21][C:19]1[CH:18]=[C:17]([CH:30]=[CH:31][C:32]2[CH:33]=[C:34]([CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][C:43]([CH3:52])([OH:44])[CH3:51])[CH:35]=[CH:36][CH:37]=2)[CH:16]=[C:15]([CH2:14][OH:13])[CH:20]=1

Participants

5

Reactant 2

HCID 1118Sulfuric AcidHCID 69926330HCID 69926330, compound

Product 1

HCID 57289876HCID 57289876, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

In a manner similar to Example 25(d), by reacting 0.5 ml of concentrated sulphuric acid with 2.04 g (3 mmol) of 2-[6-(3-{2-[3,5-bis-(tert-butyldimethylsilanyloxymethyl)phenyl]vinyl}phenyl)-1,1-dimethylhexyloxy]tetrahydropyran in 30 ml of THF and 10 ml of water, after purification on a silica column (ethyl acetate 80-heptane 20), white crystals (m=646 mg; Y=58%) are obtained. m.p.=108-9° C.

Workup

  1. customafter purification on a silica column (ethyl acetate 80-heptane 20), white crystals (m=646 mg; Y=58%)
  2. customare obtained

Sources & evidence

ORD record
ord-b82aa1bd17e1401a9bb08cca7f3a0964
Source dataset
uspto-grants-2004_02
Patent number
US06689922B1

Reaction notes

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