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Hydrochloric Acid → (1,3-Dihydroxy-2-ethyl-4,5-dimethyl-6-indanyloxy)acetic acid

HRID 435771
Notes
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Reaction equation

HRID 435771 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[C:6]([CH3:17])[C:7]([CH3:16])=[C:8]([O:11][CH2:12][C:13]([OH:15])=[O:14])[CH:9]=2)[C:4](=[O:18])[CH:3]1[CH2:19][CH3:20].[BH4-].[K+].Cl>O>[OH:1][CH:2]1[C:10]2[C:5](=[C:6]([CH3:17])[C:7]([CH3:16])=[C:8]([O:11][CH2:12][C:13]([OH:15])=[O:14])[CH:9]=2)[CH:4]([OH:18])[CH:3]1[CH2:19][CH3:20]
ParticipantsConditionsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4192641Potassium borohydrideHCID 21481314HCID 21481314, compound

Product 1

HCID 21481322(1,3-Dihydroxy-2-ethyl-4,5-dimethyl-6-indanyloxy)acetic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
5 °C

Procedure

A stirred suspension of (1,3-dioxo-2-ethyl-4,5-dimethyl-6-indanyloxy)acetic acid (5.52 g., 0.02 mole) in water (200 ml.) is cooled to 5° C. and treated with a solution of potassium borohydride (4.0 g., 0.075 mole) in water (200 ml.) during a 1 hour period. The reaction is stirred for one hour then acidified with hydrochloric acid affording (1,3-dihydroxy-2-ethyl-4,5-dimethyl-6-indanyloxy)acetic acid.

Sources & evidence

ORD record
ord-f5e0e546cf0b4426b8c643d9b98cf71c
Source dataset
uspto-grants-1977_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04006180

Reaction notes

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On this pageParticipantsConditionsProcedureSources & evidenceReaction notes