Ammonium Chloride → HCID 69355221, compound

HRID 1353148Notes

Reaction equation

[Br-].[C:2]([CH2:5][CH2:6][CH2:7][CH2:8][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([OH:4])=[O:3].CC(C)([O-])C.[K+].[CH3:34][O:35][C:36]1[CH:45]=[CH:44][CH:43]=[C:42]2[C:37]=1[CH2:38][CH2:39][CH2:40][C:41]2=O.[Cl-].[NH4+]>O1CCCC1>[CH3:34][O:35][C:36]1[CH:45]=[CH:44][CH:43]=[C:42]2[C:37]=1[CH2:38][CH2:39][CH2:40][C:41]2=[CH:8][CH2:7][CH2:6][CH2:5][C:2]([OH:4])=[O:3]

Participants

Conditions

Temperature: 30 °C

Procedure

To an anhydrous tetrahydrofuran (200 ml) solution of (4-carboxybutyl)triphenylphosphonium bromide (25.0 g), potassium t-butoxide (12.7 g) was added, followed by stirring at 30° C. for 1 hour. To the reaction mixture, a tetrahydrofuran (20 ml) solution of 5-methoxy-1-tetralone (5.0 g) was added, followed by stirring at room temperature overnight. The reaction mixture was added to a mixture of saturated aqueous ammonium chloride solution and ice, followed by extracting with ethyl acetate. The extract was concentrated to thereby obtain the crude title compound having the following physical data. The obtained compound was used without purification in the subsequent reaction.

Workup

stirringby stirring at room temperature overnight
extractionby extracting with ethyl acetate
concentrationThe extract was concentrated

Sources & evidence

ORD record: ord-3c5ecc5a96854d489ab7979250110ede
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07220864B2

Reaction notes

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