Acetyl chloride → 2,3-Dihydro-3,3-dimethyl-2-methylcarbonyloxybenzofuran-5-yl dimethylaminosulfonate

HRID 597594Notes

Reaction equation

HRID 597594 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[CH3:5][N:6]([S:8]([O:11][C:12]1[CH:13]=[CH:14][C:15]2[O:19][CH:18]([OH:20])[C:17]([CH3:22])([CH3:21])[C:16]=2[CH:23]=1)(=[O:10])=[O:9])[CH3:7].C(N(CC)CC)C>CCOCC>[CH3:7][N:6]([S:8]([O:11][C:12]1[CH:13]=[CH:14][C:15]2[O:19][CH:18]([O:20][C:1]([CH3:2])=[O:3])[C:17]([CH3:21])([CH3:22])[C:16]=2[CH:23]=1)(=[O:10])=[O:9])[CH3:5]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 21445718HCID 21445718, compound

Product 1

HCID 214457232,3-Dihydro-3,3-dimethyl-2-methylcarbonyloxybenzofuran-5-yl dimethylaminosulfonate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

At -8°C to -12°C and while stirring, 10.3 parts by weight of acetyl chloride was added to a solution of 28.7 parts by weight of 2,3-dihydro-3,3-dimethyl-2-hydroxybenzofuran-5-yl dimethylaminosulfonate and 14.1 parts by weight of triethylamine in 110 parts by weight of ether. The mixture was worked up as in Example 1, the compound 2,3-dihydro-3,3-dimethyl-2-methylcarbonyloxybenzofuran-5-yl dimethylaminosulfonate being obtained in the form of crystals; melting point: 67° to 68°C.

Sources & evidence

ORD record
ord-aa17a852b0c740daa162815de6210135
Source dataset
uspto-grants-1977_03
Patent number
US04014904

Reaction notes

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