Phosgene → Naphthalen-2-yl carbonochloridate

HRID 1902821Notes

Reaction equation

HRID 1902821 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[OH:11].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:31](Cl)([Cl:33])=[O:32]>>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][C:31]([Cl:33])=[O:32]

Participants

4

Reactant 3

HCID 6371PhosgeneHCID 86632-NaphtholHCID 11776Triphenylphosphine

Product 1

HCID 15764398Naphthalen-2-yl carbonochloridateYield 75%

Procedure

433 g (3.0 mols) of 2-naphthol and 15.7 g of triphenylphosphine are initially introduced into an apparatus as described in Example 1. The mixture is heated to 120° to 125° C. and 325 g of COCl2 are introduced in the course of 12 hours. The reaction mixture is stirred for a further 1 hour, excess phosgene is drawn off in vacuo and crude chloroformic acid 2-naphthyl ester is obtained in a yield of 75% of the theoretical yield.

Workup

  1. temperatureThe mixture is heated to 120° to 125° C.

Sources & evidence

ORD record
ord-3a314802e752405c98ccfa4a0f93fb08
Source dataset
uspto-grants-1982_12
Patent number
US04366102

Reaction notes

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