Hexadeca-7,11-dien-1-yl acetate → HCID 53878301, compound

HRID 1074509Notes

Reaction equation

HRID 1074509 reaction equation
C(O[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH:12][CH2:13][CH2:14][CH:15]=[CH:16][CH2:17][CH2:18][CH2:19][CH3:20])(=O)C.[Br:21]C#CCCCCCCBr>>[Br:21][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]#[C:12][CH2:13][CH2:14][CH:15]=[CH:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

3

Reactant 2

HCID 39848Hexadeca-7,11-dien-1-yl acetateHCID 128311901,8-Dibromooct-1-yne

Product 1

HCID 53878301HCID 53878301, compound

Procedure

In particular, 7,11-hexadecadienyl acetate expressed by the formula CH3 (CH2)3CH=CH(CH2)2CH=CH(CH2)6OCOCH3 is prepared by first reacting a Grignard reagent of 1-halo-3-octene and 1,8-dibromo-1-octyne to form 1-bromohexadeca-11-en-7-yne which is then acetylated and partially hydrogenated in the presence of a Lindlar catalyst.

Workup

  1. customis prepared

Sources & evidence

ORD record
ord-db4eec334d2b4086aca419b88fbae0bc
Source dataset
uspto-grants-1983_07
Patent number
US04391984

Reaction notes

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