Hydrochloric Acid → HCID 73884446, compound

HRID 897069Notes

Reaction equation

HRID 897069 reaction equation
[Si](OCCCCCOCC1[C:17]([Se:30][C:31]#[C:32][C:33]([CH3:38])=[CH:34][C:35]([OH:37])=[O:36])=[CH:18][C:19]2[C:20]([CH3:29])([CH3:28])[CH2:21][CH2:22][C:23]([CH3:27])([CH3:26])[C:24]=2C=1)(C(C)(C)C)(C)C.[F-].[CH2:40]([N+](CCCC)(CCCC)CCCC)[CH2:41]CC.Cl.[CH2:58]([O:60][CH2:61][CH3:62])[CH3:59].[CH2:63]1C[O:66][CH2:65][CH2:64]1>>[OH:66][CH2:65][CH2:64][CH2:63][CH2:59][CH2:58][O:60][C:61]1[C:17]([Se:30][C:31]#[C:32][C:33]([CH3:38])=[CH:34][C:35]([O:37][CH2:40][CH3:41])=[O:36])=[CH:18][C:19]2[C:20]([CH3:28])([CH3:29])[CH2:21][CH2:22][C:23]([CH3:27])([CH3:26])[C:24]=2[CH:62]=1

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 8028Tetrahydrofuran2×HCID 2724141Tetrabutylammonium FluorideHCID 86587151HCID 86587151, compound

Product 1

HCID 73884446HCID 73884446, compound

Procedure

A mixture of the product of Example 43 (105 mg, 177 μmol), a 1M THF solution of tetra-n-butylammonium fluoride (770 μl) in THF is stirred at room temperature for 6 h. The reaction medium is treated with 1N HCl solution and ethyl ether. After separation of the phases by settling, the organic phase is washed with water, dried over anhydrous magnesium sulphate and concentrated. The product is purified by crystallization from a mixture of heptane and ethyl ether. Mass: 48 mg, yellowish powder. m.p.=134° C.

Workup

  1. customAfter separation of the phases
  2. washthe organic phase is washed with water
  3. dry with materialdried over anhydrous magnesium sulphate
  4. concentrationconcentrated
  5. customThe product is purified by crystallization from a mixture of heptane and ethyl ether

Sources & evidence

ORD record
ord-4afb630c2047493ab4cb819013c76c07
Source dataset
uspto-grants-2005_07
Patent number
US06921777B2

Reaction notes

Loading…