Epichlorohydrin → HCID 20467884, compound

HRID 1903072Notes

Reaction equation

[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=O.C1(O)C2C=C[CH:17]=[C:16]([OH:21])[C:15]=2CC1.C(OC1C=CC=C2C=1CCC2O)(=O)C.C(C1OC1)Cl.[OH-].[Na+]>>[O:21]1[CH2:17][CH:16]1[CH2:15][O:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][CH2:6]2

Participants

Reactant 5

HCID 7835Epichlorohydrin

HCID 14798Sodium Hydroxide

HCID 5905474-Hydroxy-1-indanone

HCID 12277192HCID 12277192, compound

HCID 127347091H-Indene-1,4-diol, 2,3-dihydro-, 4-acetate

Product 1

HCID 20467884HCID 20467884, compound

Procedure

4-Hydroxy-1-indene is prepared starting from 4-hydroxyindanone via 1,4-indanediol, 4-acetoxy-1-indanol and 4-acetoxy-1-indene in this order. The resulting 4-hydroxy-1-indene is allowed to react with epichlorohydrin in an aqueous solution of sodium hydroxide to give 4-(2,3-epoxypropoxy)indene. [cf. Yakugaku Zasshi 92, 1358 (1972)].

Sources & evidence

ORD record: ord-98de39b3a9b34b7d876ff60f4a9d45c6
Source dataset: uspto-grants-1984_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04435397

Reaction notes

Loading…