Benzaldehyde → HCID 54338603, compound

HRID 37435Notes

Reaction equation

HRID 37435 reaction equation
[Br-].[CH3:2][C:3]1([CH3:34])[C:8]2[CH:9]=[CH:10][C:11]([CH:13]([P+](C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH3:14])=[CH:12][C:7]=2[S:6][CH2:5][CH2:4]1.[CH:35](=O)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>C1OCCC1>[CH3:34][C:3]1([CH3:2])[C:8]2[CH:9]=[CH:10][C:11]([C:13]([CH3:14])=[CH:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)=[CH:12][C:7]=2[S:6][CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 19935428HCID 19935428, compound

Product 1

HCID 54338603HCID 54338603, compoundYield 44.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

33 g of [1-(3,4-dihydro-4,4-dimethyl-2H-1-benzothiopyran-7-yl)ethyl]triphenylphosphonium bromide and 6.5 g of benzaldehyde were heated under reflux in 300 ml of butylene oxide for 16 hours. After working-up in analogy to Example 49 and recrystallization from hexane, there were obtained 7.9 g of 3,4-dihydro-4,4-dimethyl-7-(α-methylstyryl)-2H-1-benzothiopyran, melting point 67°-69° C.

Workup

  1. customAfter working-up in analogy to Example 49 and recrystallization from hexane

Sources & evidence

ORD record
ord-3d7c516817fb45e3a3e5f6bad46d851f
Source dataset
uspto-grants-1995_05
Patent number
US05420273

Reaction notes

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