Toluene → HCID 67096019, compound

HRID 2076112Notes

Reaction equation

[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[O:7]1[C:11]2([CH2:16][CH2:15][CH2:14][CH2:13][CH:12]2[C:17](Cl)=[O:18])[O:10][CH2:9][CH2:8]1.C1(C)C=CC=CC=1>C(OCC)(=O)C>[O:7]1[C:11]2([CH2:16][CH2:15][CH2:14][CH2:13][CH:12]2[C:17]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[O:18])[O:10][CH2:9][CH2:8]1

Participants

Conditions

Temperature: 20 °C

Procedure

Morpholine (0.22 mL, 2.5 mmol) was added at 0° C. to a 1 M solution of 1,4-dioxa-spiro[4.5]decane-6-carbonyl chloride in toluene (1 mL, 1 mmol). The mixture was stirred at 20° C. for 1 h, then diluted with ethyl acetate (40 mL), and washed successively with water (10 mL), saturated aqueous sodium carbonate solution (10 mL), 1 N hydrochloric acid, and with brine (10 mL). The organic layer was dried over sodium sulfate and evaporated under reduced pressure to give the title compound (59 mg, 23%) as white solid. MS ISP (m/e): 256.3 (100) [(M+H)+].

Workup

washwashed successively with water (10 mL), saturated aqueous sodium carbonate solution (10 mL), 1 N hydrochloric acid
dry with materialThe organic layer was dried over sodium sulfate
customevaporated under reduced pressure

Sources & evidence

ORD record: ord-6a053ea00ead4164a7b247814bed38a6
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07923450B2

Reaction notes

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