Diazomethane → Methyl 10-undecynoate

HRID 544414

반응식

HRID 544414 반응식
[C:1]([OH:13])(=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]#[CH:11].[N+](=[CH2:16])=[N-].[B]1OC2C(=CC=CC=2)O1.B(O)O.C(O)[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-].[Na+]>>[C:1]([O:13][CH3:16])(=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]#[CH:11]

참가 물질

6

반응물 5

HCID 9550DiazomethaneHCID 3103910-Undecynoic acidHCID 61668Boronic AcidHCID 6327445BenzcatechinboraneHCID 23683938Sodium Erythorbate

생성물 1

HCID 554128Methyl 10-undecynoate

실험 절차

Methyl 10-undecynoate was prepared via the reaction of 10-undecynoic acid (Farchan) with diazomethane. The ester (1.6 g, 8 mmole) was hydroborated with catecholborane. The yield of the boronic acid was 1.7 g (87%); mp 48.5-50; mass spectrum, 316.9 (calcd. m/e316.1); NMR (CDCl3) 1.3 δ(broad s, 12H, alkane), 2.35 (broad envelope, 4H, --CH2CH=,--CH2CO2), 3.6 (s, 3H, --OCH3), 5.38 (d, 1H, --C=CHB, J=17 Hz), 6.4 (m, 1H, --CH=CHB).

출처 및 근거

ORD 기록
ord-0630dd4c43e442a49b4f19b40fa9c4ce
출처 데이터셋
uspto-grants-1984_05
특허 번호
US04450149

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