Bis(2-hydroxyethyl) terephthalate → Bis(2-hydroxyethyl) benzene-1,4-dicarboxylate;1-dichlorophosphoryloxyethane

HRID 1359431Notes

Reaction equation

[C:1]([O:15][CH2:16][CH2:17][OH:18])(=[O:14])[C:2]1[CH:13]=[CH:12][C:5]([C:6]([O:8][CH2:9][CH2:10][OH:11])=[O:7])=[CH:4][CH:3]=1.[P:19]([Cl:25])([Cl:24])(=[O:23])[O:20][CH2:21][CH3:22]>CN(C)C1C=CN=CC=1.C(Cl)Cl>[C:6]([O:8][CH2:9][CH2:10][OH:11])(=[O:7])[C:5]1[CH:4]=[CH:3][C:2]([C:1]([O:15][CH2:16][CH2:17][OH:18])=[O:14])=[CH:13][CH:12]=1.[P:19]([Cl:25])([Cl:24])(=[O:23])[O:20][CH2:21][CH3:22]

Participants

Conditions

Temperature: -40 °C

Procedure

Under an argon stream, 10 g of 1,4-bis(hydroxyethyl) terephthalate (BHET) prepared as described above in Example 1, 9.61 g of 4-dimethylaminopyridine (DMAP), and 70 mL of methylene chloride were placed in a 250 mL flask equipped with a funnel. The solution in the flask was cooled down to −40° C. with stirring, and a solution of 5.13 g of ethyl phosphorodichloridate (EOP) (distilled before use) in 20 mL of methylene chloride was added dropwise through the funnel. After addition was complete, the mixture was stirred at room temperature for four hours to form the homopolymer BHET-EOP.

Workup

customwere placed in a 250 mL flask
customequipped with a funnel
additionAfter addition
stirringthe mixture was stirred at room temperature for four hours

Sources & evidence

ORD record: ord-6d984849403442a49332874daed423ad
Source dataset: uspto-grants-2003_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06600010B2

Reaction notes

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