(Cyclohex-1-en-1-yl)methanol → HCID 15372433, compound

HRID 1849835Notes

Reaction equation

HRID 1849835 reaction equation
[C:1]1(CO)CCCCC=1.[O:9]1[C:13]2([CH2:18][CH2:17][C:16]([CH2:19][OH:20])=[CH:15][CH2:14]2)[O:12][CH2:11][CH2:10]1>>[O:9]1[CH2:10][CH2:11][O:12][C:13]21[CH2:18][CH2:17][C:16]1([CH2:19][OH:20])[CH:15]([CH2:1]1)[CH2:14]2

Participants

3

Reactant 2

HCID 317542(Cyclohex-1-en-1-yl)methanolHCID 109649381,4-Dioxaspiro[4.5]dec-7-en-8-ylmethanol

Product 1

HCID 15372433HCID 15372433, compound

Procedure

Following the procedure as described in Example 342 Step 2 and making non-critical variations to replace cyclohexenylmethanol with 1,4-dioxaspiro[4.5]dec-7-en-8-ylmethanol, the title compound was obtained as a colourless liquid (4.0 g, 96%): 1H NMR (300 MHz, CDCl3) δ 3.92-3.84 (m, 4H), 3.48 (d, J=10.8 Hz, 1H), 3.26 (d, J=10.9 Hz, 1H), 2.21-2.0 (m, 2H), 1.94-1.86 (m 1H), 1.77-1.65 (m, 1H), 1.60-1.51 (m, 1H), 1.40-1.30 (m, 1H), 0.58 (dd, J=9.2, 4.8 Hz, 1H), 0.40 (t, J=5.0 Hz, 1H).

Sources & evidence

ORD record
ord-a1fa3165b9714b38a9843f503ad4edb0
Source dataset
uspto-grants-2015_02
Patent number
US08952169B2

Reaction notes

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