HCID 86754148, compound → HCID 21711985, compound

HRID 1488874Notes

Reaction equation

C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)[O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([O:26][CH2:27][O:28][C:29](=[O:65])[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][O:45]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[O:25])C=CC=CC=1>C(O)(=O)C>[OH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([O:26][CH2:27][O:28][C:29](=[O:65])[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][OH:45])=[O:25]

Participants

Conditions

Temperature: 55 °C

Procedure

Methylene bis(16-triphenylmethoxyhexadecanoate) (0.07 g, 0.07 mmol) from Example 1b(iii) above was dissolved in glacial acetic acid (8 ml) and heated at 55° C. The reaction was monitored by TLC. After 10 hours the reaction mixture was poured onto ice, and the crude product was filtered, washed with aqueous sodium bicarbonate and water, and dried under reduced pressure. The product was purified by flash chromatography on a silica column with chloroform/methanol (20:1) as eluent to yield the title compound as a white solid.

Workup

additionAfter 10 hours the reaction mixture was poured onto ice
filtrationthe crude product was filtered
washwashed with aqueous sodium bicarbonate and water
customdried under reduced pressure
customThe product was purified by flash chromatography on a silica column with chloroform/methanol (20:1) as eluent

Sources & evidence

ORD record: ord-5e168956d98d43b1aa0b1e44b95dd04e
Source dataset: uspto-grants-1997_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05676925

Reaction notes

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