Pentachlorophenol → HCID 86733445, compound

HRID 2419177Notes

Reaction equation

[Cl:1][C:2]1[C:7]([OH:8])=[C:6]([Cl:9])[C:5]([Cl:10])=[C:4]([Cl:11])[C:3]=1[Cl:12].[Al].[C:14]1([O:20][P:21]([O:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[NH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1.[CH2:43]1[O:46][CH:44]1[CH3:45]>[Fe].C(N(CC)CC)C>[NH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1.[Cl:1][C:2]1[C:7]([OH:8])=[C:6]([Cl:9])[C:5]([Cl:10])=[C:4]([Cl:11])[C:3]=1[Cl:12].[C:30]1([O:29][P:21]([O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[O:20][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.[CH2:43]1[O:46][CH:44]1[CH3:45]

Participants

Conditions

Temperature: 125 °C

Procedure

A 5-liter flask, standardly equipped, was charged with 1330 grams of pentachlorophenol containing about 750 ppm of aluminum and iron compounds, 500 grams of triphenylphosphite and 232.5 grams of aniline. After heating to approximately 125° C., 750 ml. of propylene oxide was added at a temperature up to 150° C. The mixture was then cooled and 35 grams of triethylamine added, followed by oxypropylation at approximately 90° C. until steady refluxing. The product was then stripped for 2 hours at 80°-82° C./1-2 mm. Hg. The 2931 grams of oxypropylated product had the following properties.

Workup

customA 5-liter flask, standardly equipped
temperatureThe mixture was then cooled
customfollowed by oxypropylation at approximately 90° C. until steady refluxing

Sources & evidence

ORD record: ord-cac28e6d8d884bfdb6ac05bed5382ff5
Source dataset: uspto-grants-1978_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04105597

Reaction notes

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