Dimethyl Sulfoxide → HCID 19801147, compound

HRID 1646551Notes

Reaction equation

HRID 1646551 reaction equation
CS(C)=O.C(Cl)(=O)C(Cl)=O.[F:11]/[C:12](=[CH:15]\[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][O:22][C:23]([C:34]([F:37])([F:36])[F:35])([C:30]([F:33])([F:32])[F:31])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)/[CH2:13][OH:14].C(N(CC)CC)C>ClCCl>[F:11]/[C:12](=[CH:15]\[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][O:22][C:23]([C:30]([F:31])([F:32])[F:33])([C:34]([F:37])([F:35])[F:36])[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)/[CH:13]=[O:14]

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 19801139HCID 19801139, compound

Product 1

HCID 19801147HCID 19801147, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

Dimethyl sulphoxide (293 mg) in dry dichloromethane (3 ml) was added to oxalyl chloride (162 mg) in dichloromethane (14 ml) at -60° C. After 10 minutes the above alcohol (0.73 g) in dichloromethane (3 ml) was added and the mixture kept at -60° C. for 1 hour. Triethylamine (1.01 ml) was added and the whole allowed to reach 0° C. gradually. Conventional work-up gave (Z)-2-fluoro-9-(bistrifluoromethylbenzyloxy)non-2-ene-1-al.

Workup

  1. customto reach 0° C.

Sources & evidence

ORD record
ord-381edfc977384c3f9a379c09f86f4588
Source dataset
uspto-grants-1993_01
Patent number
US05180737

Reaction notes

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