Phosphorus tribromide → HCID 86715430, compound

HRID 1503647Notes

Reaction equation

HRID 1503647 reaction equation
[Cl:1][C:2]1[CH:14]=[C:13]([CH2:15]O)[CH:12]=[C:11]([O:17][CH3:18])[C:3]=1[O:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].P(Br)(Br)[Br:20]>ClCCl>[Br:20][CH2:15][C:13]1[CH:12]=[C:11]([O:17][CH3:18])[C:3]([O:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])=[C:2]([Cl:1])[CH:14]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 17604190HCID 17604190, compound

Product 1

HCID 86715430HCID 86715430, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound was prepared according to general procedure G with ethyl 2-(2-chloro-4-(hydroxymethyl)-6-methoxyphenoxy)acetate (1.3 mmol) in dichloromethane (12 ml) and PBr3 (1.3 mmol). 338 mg of compound were obtained (78% yield). This compound was used without further purification. 1H NMR (250 MHz, CD3OD): δ 1.29 (m, 3H), 3.83 (s, 3H), 4.15 (m, 2H), 4.55 (s, 2H), 4.94 (s, 2H) 6.80 (d, J=2.0 Hz, 1H), 6.85 (d, J=2.0 Hz, 1H). MS (ESI): m/z 336.9 [M−H]−, 360.8 [M+Na]+

Workup

  1. customThe compound was prepared

Sources & evidence

ORD record
ord-a26f17b6601b46d8945f17a37d9043bf
Source dataset
uspto-grants-2015_12
Patent number
US09212196B2

Reaction notes

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