54376-68-0 → 1,4-Dioxaspiro[4.5]dec-7-en-8-ylmethanol
Reaction equation
C12CC1CCC(C(OC)=O)C2.[O:12]1[C:16]2([CH2:21][CH2:20][C:19]([C:22](OCC)=[O:23])=[CH:18][CH2:17]2)[O:15][CH2:14][CH2:13]1>>[O:12]1[C:16]2([CH2:21][CH2:20][C:19]([CH2:22][OH:23])=[CH:18][CH2:17]2)[O:15][CH2:14][CH2:13]1Participants
3
Procedure
Following the procedure as described in Example 361 Step 2 and making non-critical variations to replace methyl bicyclo[4.1.0]heptane-3-carboxylate with ethyl 1,4-dioxaspiro[4.5]dec-7-ene-8-carboxylate, the title compound was obtained as a colourless liquid (5.0 g, 94%): 1H NMR (300 MHz, CDCl3) δ 5.62-5.57 (m, 1H), 4.04-3.91 (m, 6H), 3.47 (d, J=6.4 Hz, 1H), 2.31-2.20 (m, 4H), 1.82-1.71 (m, 4H).
Sources & evidence
- ORD record
- ord-0fdb13a589e841538d9abea5f4241fb5
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08952169B2
Reaction notes
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