2-Indanol → 6-Bromo-7-hydroxychroman-2-one

HRID 1620027Notes

Reaction equation

HRID 1620027 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH:13]1[CH2:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:14]1)[O:8][C:7](=[O:22])[CH2:6][CH2:5]2.OC1CC2C(=CC=CC=2)C1>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH:13]1[CH2:14][C:15]3[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:21]1)[O:8][C:7](=[O:22])[CH2:6][CH2:5]2.[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[OH:12])[O:8][C:7](=[O:22])[CH2:6][CH2:5]2

Participants

4

Reactant 2

HCID 779362-IndanolHCID 668770226-Bromo-7-(2,3-dihydro-1H-inden-2-yloxy)chroman-2-one

Product 2

HCID 468354166-Bromo-7-hydroxychroman-2-oneHCID 668770226-Bromo-7-(2,3-dihydro-1H-inden-2-yloxy)chroman-2-one

Procedure

6-Bromo-7-(2,3-dihydro-1H-inden-2-yloxy)chroman-2-one (1.25 g, Intermediate 5) can be obtained from Intermediate 2 (1.0 g) and 2-hydroxyindane (henceforth abbreviated as “sm5”, 830 mg, LANC) according to the method of Example 1-1-2, Step B. The title compound was obtained (yield: 690 mg) from Intermediate 5 (500 mg) according to the method of Example 1-1-2, Step C.

Sources & evidence

ORD record
ord-895c1edc181a46fdae7512e0c0aa20bd
Source dataset
uspto-grants-2014_07
Patent number
US08772327B2

Reaction notes

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