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ChemicalBook CAS DataBase List 2-butanone, 3,3-dimethyl-4-(phenylmethoxy)-
61674-96-2

2-butanone, 3,3-dimethyl-4-(phenylmethoxy)- synthesis

3synthesis methods
-

Yield: 100%

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine at 150; for 1 h;

Steps:

4.1.1 Step 1 : 4-(benzyloxy)-3,3-dimethylbutan-2-one [4.1a]
[00331] A mixture of 4-hydroxy-3,3-dimethylbutan-2-one (43 g, 370 mmol) and benzylbromide (48.4 ml, 407 mmol) in DIPEA (71 .1 ml, 407 mmol) was heated at 150 °C for 1 hour. After being cooled to room temperature, the mixture was partitioned between ethyl acetate and water. The aqueous layer was adjusted to pH=1 -2 with 2 M hydrochloride acid. Then the organic layer was separated, dried over anhydrous Na2S04 and concentrated to give 76 g of the desired product 4.1a in 100 % yield. LC-MS (m/z): 207.3 [M+H]+, 0.93 min. (0818) NMR (400 MHz, CDCI3) δ ppm 7.26 - 7.38 (m, 5 H), 4.47 - 4.53 (m, 2 H), 3.45 - 3.54 (t 2.16 (s, 3 H), 1 .1 1 - 1 .17 (m, 6 H).

References:

NOVARTIS AG;FU, Jiping;KARUR, Subramanian;PFISTER, Keith Bruce WO2018/73753, 2018, A1 Location in patent:Paragraph 00331