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1-Propanol, 3-bromo-, 1-acetate → 3-hexyloxy-4-hydroxy-8-(3-acetoxypropyloxy)-2H-1-benzopyran-2-one

HRID 434099
Notes
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Reaction equation

HRID 434099 reaction equation
[CH2:1]([O:7][C:8]1[C:9](=[O:20])[O:10][C:11]2[C:18]([OH:19])=[CH:17][CH:16]=[CH:15][C:12]=2[C:13]=1[OH:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[C:21]([O:24][CH2:25][CH2:26][CH2:27]Br)(=[O:23])[CH3:22]>>[CH2:1]([O:7][C:8]1[C:9](=[O:20])[O:10][C:11]2[C:18]([O:19][CH2:27][CH2:26][CH2:25][O:24][C:21](=[O:23])[CH3:22])=[CH:17][CH:16]=[CH:15][C:12]=2[C:13]=1[OH:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 122357751-Propanol, 3-bromo-, 1-acetateHCID 54696930HCID 54696930, compound

Product 1

HCID 546967033-hexyloxy-4-hydroxy-8-(3-acetoxypropyloxy)-2H-1-benzopyran-2-one

Procedure

In the same manner as in Reference Example 1, except that an equimolar amount of 3-hexyloxy-4,8-dihydroxy-2H-1-benzopyran-2-one was used in place of 3-ethoxy-4,5-dihydroxy-2H-1-benzopyran-2-one, and 3-bromopropyl acetate was used in place of 2-bromoethyl acetate in Reference Example 1, 3-hexyloxy-4-hydroxy-8-(3-acetoxypropyloxy)-2H-1-benzopyran-2-one was obtained.

Sources & evidence

ORD record
ord-347986307f924ddca577cd54df7f1773
Source dataset
uspto-grants-2003_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06670391B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes