Benzoyl chloride → [Butane-1,4-diylbis(oxy-4,1-phenylene)]bis(phenylmethanone)

HRID 442243Notes

Reaction equation

HRID 442243 reaction equation
[O:1]([CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:19](Cl)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[Cl-].[Al+3].[Cl-].[Cl-]>ClCCCl>[C:19]([C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:14]=[CH:15][C:16]([C:19](=[O:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:17][CH:18]=2)=[CH:7][CH:6]=1)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 137944Benzene, 1,1'-(1,4-butanediylbis(oxy))bis-HCID 6451240Aluminum(III) Chloride

Product 1

HCID 20340700[Butane-1,4-diylbis(oxy-4,1-phenylene)]bis(phenylmethanone)

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

1,4-Diphenoxy-n-butane (24.2 g) and benzoyl chloride (29 g) are reacted in 250 ml of 1,2-dichloroethane in the presence of aluminum chloride (28 g) for 4 hours at 60° to yield 18.3 g (41% of theory) of colorless crystals mp 163°-164°. Calculated for C30H26O4 : C, 79.98% H, 5.82%. Found: C, 80.16%; H, 5.98%.

Sources & evidence

ORD record
ord-6c6cf0d68a7f4b99add6ac44da1bb3c5
Source dataset
uspto-grants-1977_08
Patent number
US04044139

Reaction notes

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