3-(Tert-butoxy)-1-iodohexane → HCID 178443582, compound

HRID 2420409Notes

Reaction equation

HRID 2420409 reaction equation
C(OC(CCCCC)CCI)(C)(C)C.C(OC(CCC)CCI)(C)(C)C.[C:27]([O:31][CH:32]([C:37]#[C:38][CH2:39][CH2:40][CH3:41])[CH2:33][CH2:34][Mg:35][I:36])([CH3:30])([CH3:29])[CH3:28].C(OC(C#CCCC)CCI)(C)(C)C>>[C:27]([O:31][CH:32]([CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])[CH2:33][CH2:34][Mg:35][I:36])([CH3:30])([CH3:29])[CH3:28].[C:27]([O:31][CH:32]([CH2:37][CH2:38][CH3:39])[CH2:33][CH2:34][Mg:35][I:36])([CH3:30])([CH3:29])[CH3:28]

Participants

6

Reactant 4

HCID 204656183-(Tert-butoxy)-1-iodohexaneHCID 204656323-tert-Butoxy-1-iodooctaneHCID 204657473-t-Butoxy-1-iodo-4-octyneHCID 178443581HCID 178443581, compound

Product 2

HCID 178443582HCID 178443582, compoundHCID 178444612HCID 178444612, compound

Procedure

Treatment of the cyclopentenones designated in the table below with the designated Grignard reagents by the procedure of Example 493 is productive of the alkyl 9-oxo-15-t-butoxy-8ξ-prostanoates and prostenoates of the table. 3-t-Butoxyoctylmagnesium iodide was prepared from 3-t-butoxy-1-iodooctane (Example 492); 3-t-butoxyhexyl magnesium iodide was prepared from 3t-butoxy-1-iodohexane (Example 502), 3-t-butoxy-4-octynyl magnesium iodide was prepared from 3-t-butoxy-1-iodo-4-octyne (Example 500); and 3-t-butoxy-4-cis-octenyl magnesium iodide was prepared from 3-t-butoxy-1-iodo-4-cis-octene (Example 501).

Sources & evidence

ORD record
ord-d0a51232f5a443ac85577590dba5c0a8
Source dataset
uspto-grants-1978_08
Patent number
US04110368

Reaction notes

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