Sodium borohydride → Methyl 4-hydroxychroman-7-carboxylate

HRID 585732Notes

Reaction equation

[CH3:1][O:2][C:3]([C:5]1[CH:14]=[C:13]2[C:8]([C:9](=[O:15])[CH2:10][CH2:11][O:12]2)=[CH:7][CH:6]=1)=[O:4].[BH4-].[Na+]>>[CH3:1][O:2][C:3]([C:5]1[CH:14]=[C:13]2[C:8]([CH:9]([OH:15])[CH2:10][CH2:11][O:12]2)=[CH:7][CH:6]=1)=[O:4]

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 11769654Methyl 4-oxochroman-7-carboxylate

Product 1

HCID 20824498Methyl 4-hydroxychroman-7-carboxylateYield 106.1%

Procedure

By a similar reaction operation as in Starting Material Synthetic Example 1 using 4-oxochromane-7-carboxylic acid methyl ester (1.4 g) synthesized according to a known method and sodium borohydride (0.26 g), the objective 4-hydroxychromane-7-carboxylic acid methyl ester (1.5 g) was obtained as a colorless oil.

Workup

customsynthesized

Sources & evidence

ORD record: ord-ba7fa613a0b843f18db4abd343f2cb2b
Source dataset: uspto-grants-2005_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06933305B2

Reaction notes

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