Succinyl chloride → Chroman

HRID 1248365Notes

Reaction equation

HRID 1248365 reaction equation
C(Cl)(=O)CCCCC(Cl)=O.OCC[C:14]1(C)[CH2:19][CH2:18][C:17]2[C:20](C)=[C:21](O)[C:22](C)=[C:23](C)[C:16]=2[O:15]1.C(Cl)(=O)CCC(Cl)=O>>[O:15]1[C:16]2[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=2[CH2:18][CH2:19][CH2:14]1

Participants

4

Reactant 3

HCID 10970Succinyl chlorideHCID 61034Adipoyl chlorideHCID 118070842,5,7,8-Tetramethyl-6-hydroxy-2-(hydroxyethyl)chroman

Product 1

HCID 136319Chroman

Procedure

The same reaction and isolation procedures as Synthesis Example 1 were followed except that 10 millimoles each of the 2-substituted ethyl alcohols of Table 2 and 5 millimoles of adipoyl chloride were used in lieu of 2.5 g of 3,4-dihydro-2-(2-hydroxyethyl)-2,5,7,8-tetramethyl-2H-benzopyran-6-ol and 5 millimoles of succinyl chloride to give the corresponding 3,4-dihydro-2H-benzopyran derivative. The results are given in Table 2.

Workup

  1. customThe same reaction and isolation procedures
  2. customas Synthesis Example 1

Sources & evidence

ORD record
ord-61323624dc624773b4c23baf28bc8997
Source dataset
uspto-grants-1985_06
Patent number
US04523024

Reaction notes

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