Triethylamine → HCID 16744790, compound

HRID 1074903Notes

Reaction equation

HRID 1074903 reaction equation
[OH:1][CH:2]1[CH2:7][C:6]2[CH:8]=[CH:9][CH:10]=[C:11]([OH:12])[C:5]=2[O:4][CH2:3]1.C(N(CC)CC)C.Cl[C:21]([O:23][CH2:24][CH3:25])=[O:22]>O1CCCC1>[CH2:24]([O:23][C:21]([O:12][C:11]1[C:5]2[O:4][CH2:3][CH:2]([OH:1])[CH2:7][C:6]=2[CH:8]=[CH:9][CH:10]=1)=[O:22])[CH3:25]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 133180943,4-Dihydro-2H-1-benzopyran-3,8-diol

Product 1

HCID 16744790HCID 16744790, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

23.05 g of 3,4-dihydro-3,8-dihydroxy-2H-1-benzopyran was dissolved in 320 ml of tetrahydrofuran, and 16.7 g of triethylamine was added. With stirring under cooling, a solution of 17.9 g of ethyl chloroformate in 100 ml of tetrahydrofuran was added dropwise. The mixture was worked up in the same way as in Example 1 to give 33.1 g (yield 100%) of 3,4-dihydro-8-ethoxycarbonyloxy-3-hydroxy-2H-1-benzopyran.

Workup

  1. temperatureunder cooling

Sources & evidence

ORD record
ord-f3a9b2a573794a0288c38f77bca6eab7
Source dataset
uspto-grants-1983_07
Patent number
US04394382

Reaction notes

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