Sodium → HCID 178450314, compound

HRID 1980802Notes

Reaction equation

[CH3:1][C:2]1[C:10]([CH3:11])=[C:9]([CH3:12])[C:5]2[O:6][CH2:7][CH2:8][C:4]=2[C:3]=1[CH:13]1[CH2:18][C:17](=[O:19])[CH:16]=[C:15]([OH:20])[CH2:14]1.[Na]>>[C:5]([C:16]1[C:17](=[O:19])[CH2:18][CH:13]([C:3]2[C:4]3[CH2:8][CH2:7][O:6][C:5]=3[C:9]([CH3:12])=[C:10]([CH3:11])[C:2]=2[CH3:1])[CH2:14][C:15]=1[OH:20])(=[O:6])[CH2:4][CH2:3][CH3:2]

Participants

Reactant 2

HCID 5360545Sodium

HCID 20400500HCID 20400500, compound

Product 1

HCID 178450314HCID 178450314, compound

Procedure

2-Butyryl-5-(2,3-dihydro-5,6,7-trimethylbenzo[b]furan-4-yl)-3-hydroxycyclohex-2-en-1-one was prepared from 5-(2,3-dihydro-5,6,7-trimethylbenzo[b]furan-4-yl)-3-hydroxycyclohex-2-en-1-one following essentially the same procedure as that described in Example 6 part (iii), and was obtained as a yellow oil. Pmr spectrum (CDCl3 ; δ in ppm): 1.00 (3H,t); 1.60 (2H,m); 2.15 (3H,s); 2.17 (3H,s); 2.22 (3H,s); 2.26-3.38 (8H,m); 3.74 (1H,m); 4.49 (2H,t); 15.20 (1H,broad s).

Workup

customwas obtained as a yellow oil

Sources & evidence

ORD record: ord-c8c47797fc524178906c68176e670f73
Source dataset: uspto-grants-1985_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04511391

Reaction notes

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