HCID 13069221, compound → HCID 13069203, compound

HRID 648226Notes

Reaction equation

HRID 648226 reaction equation
[F:1][C:2]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:13]=[C:9]([C:10]([OH:12])=O)[C:8]([C:14]([OH:16])=O)=[CH:7][C:6]=1[N+:17]([O-:19])=[O:18]>O1CCCC1>[F:1][C:2]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:13]=[C:9]2[C:8]([CH2:14][O:16][C:10]2=[O:12])=[CH:7][C:6]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 1

HCID 13069221HCID 13069221, compound

Product 1

HCID 13069203HCID 13069203, compoundYield 31.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

As described in Example 9(a), 4.6 g of 5-(2,4-difluorophenoxy)-4-nitrophthalic acid in 20 ml of absolute tetrahydrofuran is reduced with 100 ml of a 0.3-molar borane-tetrahydrofuran complex solution in tetrahydrofuran and worked up. Crystallization from ethanol yields 1.3 g of 6-(2,4-difluorophenoxy)-5-nitrophthalide, mp 164°-165.5° C.

Workup

  1. customCrystallization from ethanol

Sources & evidence

ORD record
ord-934c5939473241429b32ea1ef3599877
Source dataset
uspto-grants-1983_10
Patent number
US04411910

Reaction notes

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